Dr. James Whitfield

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Weekly With Whitfield – Transition

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As we make our way from one space to the next over the course of our lives, there are always a transition periods. During those moments of transition, all too often, there’s a great swirl of emotions that churn within us. And the way we navigate those emotions is critical to the outcomes those transitional moments bring.

The Challenge of Change 

Change can be challenging. Learning new things presents new and unique opportunities. Getting to know the new faces takes a lot of energy and intentional focus. Transitioning from that which you were very familiar with to something new presents you with daily moments of learning, application, and reflection. 

And these are all wonderful things! I firmly believe that it is in these moments throughout the course of our lives that we grow the most. Comfort and familiarity seems all well and good. But it is during these transitional periods that we really find out what we’re made of.

Unexpected Transitions

Roughly two years ago I began a transition that I never anticipated. In a matter of days, my entire life was flipped upside down. All of a sudden, I was thrust into the national spotlight answering calls from The New York Times, NBC, The Washington Post, and the likes.

In an instant, I went from someone who was very “don’t make the 6 o’clock news” to “let’s use the news to highlight what’s happening here and bring awareness” – something I was unfamiliar with and, if I’m honest, rather uncomfortable with. But, seeing as though I grew up in an environment where I was forced to fight through various things that came my way, I knew only one course of action…TO FIGHT.

As I transitioned to a new world of media engagements and advocacy I felt discombobulated. This space looked and felt quite different than showing up at school each day surrounded by the staff and students I adored. I felt empty and alone. I felt disconnected and depressed. This transition was not something I’d planned for, nor desired, yet here I was.

Embrace the Unknown

Over time I would find my footing. What helped the most was looking into the eyes of the people who love me most, my family. Over time I would come to reframe the situation. This transition would not be something happening to me. Rather, I would turn this on its head and take what was meant for my detriment into something positive for my family and the greater global community. 

I put my head down and started on projects I’d once considered, but never did. One of those projects was writing a book and, boy, do I have a doozy in the works to shine a light on what so many educators across the country are facing. I won’t share too much now but I can’t wait until it’s time to send that out into the world. 

Family Support

Most importantly, though, I looked at this as an opportunity to be there for my family in a way that I’d never been able to over the course of my career. Those who know me, know – I only know one way to be a teacher/coach/administer – and that’s FULL FORCE! I give my all to every school I’ve had the pleasure of serving. And, while I have the most amazing and understanding family support system, I know that, oftentimes, they took what was left of me after many of those long, challenging days serving in public schools.

Personal Growth

Slowly, I got out of bed a bit quicker, I calmed my bitterness and frustration, and I leaned into being ON for my family. That’s not to say that disappointment, frustration, bitterness, and anger did not rear their ugly heads over time. They did. If I told you the amount of times I heard people say I’d never work in public education in the metroplex again. If I heard it once, I heard it a hundred times. And I’m talking from folks in pretty high-up places in various districts across the DFW. And every time it had nothing to do with who I was. No, that was intact, well known, and even desired by many of these people. Yet the lack of intestinal fortitude kept many from taking a leap of faith for fear of a small group of hateful, bigoted, intolerant people. It’s been both an eye-opening and disappointing realization that some who claim to be in this work for kids and educators are really more interested in political positioning and harmful games.

Overcoming Adversity

But I would not let this consume me. In reality, I dodged a bullet with those who were afraid of the “bogeyman backlash”, as I sure did not want to end up in a situation where I was serving for a leader who lacked courage, integrity, and conviction. So I embraced the transition and chose to make the most of the challenges presented to me. I poured into my family, advocacy work that took me to the halls of Congress, and partnering with educators, higher education institutions and other organizations across the country. When you’re from where I’m from you’ve learned to make magic out of mess. 

New Beginnings

A few weeks ago, I turned the page on that chapter of life – a chapter that has been more like an entire crazy book. And now I’ve transitioned to a new, beautiful chapter… back in a beautiful school, doing what I love. This transition comes with a new role, a role that entails leading a small, but mighty, district made up of roughly 400 students K-12. It’s such a special place – the acres of tall, big trees, the winding creek, and, most importantly, THE PEOPLE. Everyone has been so warm and welcoming. They’ve made this transition smoother than I ever could’ve imagined. I’m forever grateful that God made this possible. What some meant for harm, He turned to good. 

So as you make the twists and turns of the various transition points in life, give yourself the grace to feel, learn, and grow. As tough as the terrain may be at the moment, always know that you don’t have to walk that rocky road alone. Be still and reflect on ways to reframe and reload to propel yourself forward towards brighter days. I’m rooting for you in all your days ahead.

Weekly With Whitfield – Journey

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This week, I celebrated my 45th trip around the sun. I can hardly wrap my mind around the fact that I am now 45 years old. My emotions are all over the place as I reflect on being here to see such a day.  As for most of us, life has been quite the adventurous ride, filled with trials and tribulations. And with each passing year I am filled with immense gratitude. As I reflect on the journey I can’t help but stand in complete awe of God’s grace, mercy, and steadfast love. As I looked around at the party that gathered at the restaurant I was consumed with feelings of warmth, gratitude, love, and joy. Good friends, my baby brother, my children, my beautiful bride – what more could a guy ask for? 

Thank you, Lord!

Out of the Darkness

As a young boy, I felt as though I’d never grow old. At least I couldn’t envision it. 

How the hell would I get there?

Time seemed to tick along, ever so slowly, as we navigated the challenges of daily life. 

I couldn’t see beyond the day. Try as I may, it was hard to envision brighter days. I was surrounded by chaos and often felt as though things may have been better for everyone if I’d never been born. 

As I lay in my bed each night I’d envision a world that didn’t include me. And, while I never contemplated taking my own life, the questioning of my existence, my purpose, persisted:

What is the meaning of this?

Why am I here?

Why so much pain, conflict, and struggle?

Those questions, and so many more, found their way into the recesses of my mind in the still of the night under the cover of darkness. Thankfully, along the way, God blessed me with so many people who saw me, believed in me, nurtured me, and loved me through the mess. As I celebrated my 45th birthday, surrounded by loved ones who’ve been part of this journey, I couldn’t help but feel a deep sense of gratitude. Throughout my life, the people I’ve met, experiences I’ve lived, and the challenges I’ve overcome that helped that poor little boy from Midland, TX to resoundingly answer those questions of his existence. 

Embrace the Journey

Life’s journey is so very unpredictable. I have learned to embrace the beauty that lies in that. Each twist and turn presents a chance to learn and grow. And as I step into this next chapter, I carry with me the lessons learned, excited for the road ahead. 

On my birthday week, my wish for you is to embrace the journey, cherish every moment, and celebrate the beauty of this complex, yet beautiful, life. Don’t stop believin’!

 

Weekly With Whitfield – Humanity

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My wife and I finally got around to watching a show that had been on our list for a long while – Ted Lasso. I know. I know. We’re late to the game. We didn’t jump on the Lasso train early on but, my goodness, am I glad we finally did. Beyond its comedic brilliance, this show imparts valuable life lessons and offers so many powerful takeaways – far too many to list here – but mostly centered on human connection. Here are a few elements that stood out to me about the Lasso Way.

Optimism

Coach Lasso’s unwavering optimism in the face of adversity and conflict is inspiring. Despite relentless setbacks, he maintains a positive outlook. And this isn’t the toxic positivity of just pretending everything is ok or being naive. While optimistic, he often acknowledges the elephant in the room, head-on. Then he pushes forward. We can all take a page out of that playbook. Being optimistic does not necessarily mean that we walk around with rose-colored glasses all day. But it sure doesn’t help to throw them on every now and then and see things in a more positive light.

Empathy

Empathy lies at his core, taking the time to understand and deeply connect with others, showing genuine care and concern. As we embrace empathy it allows us to better understand and support those around us. Empathy derives from listening actively, putting ourselves in someone else’s shoes, and responding with kindness and understanding. When we recognize and validate people’s emotions, we create a safe space for open dialogue. We all need an empathetic ear at some point. Look for opportunities to practice this skill with those around you. In a society that can be so quick to cast shame and judgment, choose empathy.

Kindness

Dude’s a true leader – leading with kindness, mutual respect, and compassion. By treating everyone with dignity and respect (whether they have earned it or deserve it), he fosters a positive environment. Great leaders support and encourage others, they have a servant’s heart, and they are compassionate. Never underestimate the power of small acts of kindness. They can have a profound impact on the people around you. I encourage you to make a conscious effort to perform random acts of kindness each day – whether it be complimenting a stranger, a hand-written note, offering assistance to someone in need, or even a home-made box of biscuits.

Vulnerability 

Coach Lasso shows that vulnerability is not a weakness but a strength. He openly shares his own struggles and emotions with those around him, creating a space for others to do the same. When we embrace vulnerability in our own lives by opening up about your fears, insecurities, and challenges, we unlock a code. And, equipped with this code, we are able to foster deeper connections, which allows others the opportunity to provide support and understanding. If you haven’t done so lately, initiate a meaningful conversation with a loved one, friend, or colleague. Refuse to be limited by fears and insecurities. Utilize your secret weapon or vulnerability and, in turn, encourage others to do the same.

Relationships. Relationships. Relationships

The ability to forge genuine human connections is evident throughout the show. Coach Lasso’s approach to building relationships is grounded in trust, empathy, and open communication. Whether it’s forming a bond with a troubled player or forging unlikely friendships, his actions speak to the profound impact of meaningful connections on our well-being and happiness. It encourages us to invest time and effort into cultivating relationships that enrich our lives. People know when you care. And they know when you don’t. The power of human connection can change lives.

Forgiveness over Resentment

Resentment seems to be our default setting in most cases. And that was evident in the lives of so many of the characters of this show. But resentment shackles us to past trauma. Forgiveness is key to our personal growth. Our willingness to forgive doesn’t mean that our pain is not valid. Rather, our ability to forgive acknowledges the reality that exists and our power to refuse to be held hostage by someone else’s demons. We all have someone in our life to forgive. I encourage you to find that someone and work towards that reality, whether you feel they deserve it or not. Refuse the limitations of resentment.

Believe

And there’s so much more…but I don’t want to spoil the show for any who may not have watched it yet. I often wondered what all the hype was about, but after watching it is clear as to why Ted Lasso captured the hearts of viewers worldwide. While funny and witty, it also evokes deep emotional connectivity and asks us to look deep into the best parts of our being. As the world can be a tricky and often messy place to navigate, I have no doubt that this show will provide the breath of fresh air needed, anytime. Keep on Believin’!

***And here’s a beautiful montage that doesn’t spoil too much 🙂

Weekly With Whitfield – Serendipity

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The story of my life is filled with many twists and turns – unbelievable highs and devastating lows. But, through it all, God has revealed a power and purpose deeper than I could ever imagine. By no means am I suggesting that it’s been easy. Far from it. The journey has been incredibly challenging. That said, each passing day reminds me just how fortunate I am for every bit of it – the good, the bad, and the ugly – and how it has shaped the husband, father, and community partner I aspire to be.

The last couple years have been quite heavy for our family. We have felt every emotion imaginable, but we have maintained our strength and resolve throughout. We draw that strength in a multitude of ways. But this week I was reminded, on several occasions, of one of those sources of strength that has been sustaining, encouraging, affirming and validating. And that is the many serendipitous encounters with a wide range of individuals. With each passing week I am uplifted by these serendipitous moments – moments that seem to hit right on time even if I didn’t know or feel it.

For Kids

Some of the most powerful moments come directly from the many former students. Without fail, these tend to come in moments where I may be feeling the lowest. It could be a student I had back in my 9th grade World Geography class, a player I coached, or one of the many students I served as a school administrator. With each encounter I am left with a great sense of joy and purpose-filled. Ultimately, they are why I do what I do and to have so many who have been so gracious to say hello, express their gratitude and share about what’s going on in their lives means the world to me. 

The “Dark Side”

As I entered education I was solely focused on being a classroom teacher and a basketball coach. Never, in a million years, did I imagine I’d take this journey into school administration. I remember when I made the decision to jump into school administration, one of my teaching colleagues said “oh no, James. Don’t go to the dark side!” But as time went on, and I continued my education, I began to see huge gaps in what was being asked of teachers and actions of administrators – why this stellar educator would view administration as “the dark side”. In the classroom, teachers are encouraged to engage their students but I saw little to no true engagement from administrators to teachers. Compliance seemed to be held above engagement and I saw the impact that had on many of my colleagues. 

So I committed to do this work as a school leader in a different way – in a way that uplifts, engages, encourages, celebrates, values, trusts, connects, and empowers educators to bring their full and authentic selves to school each day to do the most important work on the planet – educating the hearts and minds of our young people. Along the way I’ve learned from, and grown with, so many phenomenal educators. By no means do I claim to have it all figured out. In this work, as in life, when you think you’ve got it all figured, rest assured, something will come along and humble you. Instead, I continually seek opportunities to reflect, learn, and grow in my leadership journey.

Be Impeccable with Your Word

And, sometimes, that journey of reflection and growth can come with a seedy dose of self-doubt. Our minds are one of the most powerful tools in the universe. In his best-seller, The Four Agreements, Don Miguel Ruiz discusses being “impeccable with your word”. At its core, this agreement acknowledges the immense creative power of language, acknowledging that our words can either uplift and inspire or inflict wounds and perpetuate suffering. So often, we tend to think about how our words can hurt others. But I want to give a nudge for us to consider how negative self-talk can actually be more harmful than anything we’d ever dare say to another person.

Being impeccable with our word begins within. It calls for self-awareness and a commitment to authenticity. We must find strategies and mechanisms to avoid self-deception or negative self-talk. By using our words and thoughts in a spirit of self-love, we cultivate a positive self-image and strengthen our personal integrity. Believe me, I get it…easier said than done. But that brings me to serendipity.

Serendipitous Encounters: Renewal, Encouragement, and Gratitude

Just as I’ve run into countless former students over the course of my career, I’ve encountered many former educators I’ve served as an administrator. These encounters always leave me feeling renewed, refreshed, and encouraged for our profession. Strangely enough, whether or not I know it heading into these encounters, I leave thinking “that was right on time”. I am so very grateful for the many people out there who take the time from what they’re doing to stop and say “hello”, lend a kind, supportive word, or share some anecdote of how you may have played even a small role in their journey as an educator. It is the ultimate data point for me, as this work is about the people.

Serendipitous Encounters with New Friends and Allies

Over the last couple of years, as my story has played out in local and national media, that circle of educators, parents/guardians, and youth has expanded. With each passing week there’s some sort of serendipitous encounter with someone in one of these groups. From social media messages to emails to chance encounters in public spaces – each interaction stokes my passion and purpose to press on even in the midst of such chaotic and turbulent times. 

One such encounter happened just the other day as our family was out to eat with friends. As I walked to the bar to order a drink for my wife and I, there stood a person ready to greet me with a big smile and an extended hand. As we shook hands they said “Dr. Whitfield, right?” I responded, jokingly, “you got me”, as I lifted my hat to expose my shiny, bald head. After a brief chuckle they went on to share that they’re a principal in a nearby district and just wanted to say hello and let me know how much they support who I am and what I stand for. 

As I thanked them for their kind words they went on to share a bit more background saying, “and I want you to know that my appreciation and admiration goes deeper than all this foolishness that’s been thrown at you and how you’ve handled it with such grace. Actually, I was an assistant principal at a local school when COVID struck. And you were the principal of one of our teachers’ kids. She came in and showed me the videos you were making for the students, staff, and community and I thought ‘that’s some good stuff – I need to follow that dude’, and I have followed your journey ever since.”

They added, “So just know that, for so many, you were, and are, a model for what true leadership should and could look like even before all this came your way.”

Accepting Your Flowers – Appreciation

I’ll just say it – I am terrible at accepting compliments, but have gotten better over the course of time. In full transparency – it was hard to even type the above paragraph because I, in no way, want to self-aggrandize. But my journey has taught me that it’s important to acknowledge and accept these kind sentiments. Doing so shows appreciation to the person who made the effort to share. Additionally, it becomes a powerful tool for being impeccable with my word, allowing myself the opportunity to practice self-love and appreciation.

Gratitude, Purpose, and the Power to Move Forward

This was one of several serendipitous moments that happened over the course of this past week, and each was accepted with deep gratitude. These moments happen to each of us in different ways throughout the course of our busy lives. Sometimes in the form of small whispers. Other times in thunderous applause. Each with the capacity to nudge us along our paths, which can often be mired in the vast complexities of our daily lives. And, while they may not know it right now, I have faith that those reading these words may soon have that moment of serendipity that reinforces their purpose, passion, or simply their will to be. It’s coming. The universe is sending it your way. Listen and/or watch for it. When you hear it and/or see it, embrace it. Then use that serendipitous power to propel you as you move forward. 

Weekly With Whitfield – Counter-Narrative

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As we turn on the news and hear discussions surrounding violent communities, one city often takes center stage: Chicago. And, while Chicago may have its fair share of concerns to address, regurgitation of the “what about crime in Chicago?” trope overshadows the broader context and greatly minimizes the reality of the folks on the ground – those doing the hyper-local work of building communities where everyone can thrive. These narratives often reinforce deeply rooted racial stereotypes that have been with us over the course of time. Today I’d like to offer a counter-narrative for you. 

The Windy City – The Counter-Narrative

When I say “counter-narrative” I’m talking about an alternative perspective or story that may challenge prevailing narratives or beliefs. This provides a different lens through which to view a particular issue, with the aim of challenging stereotypes and potential misconceptions/biases. Counter-narratives can be such a powerful tool.

Chicago has often been stigmatized and reduced to a singular narrative of rampant violence and crime. This narrative, perpetuated by so many, contributes to negative perceptions and misconceptions about the very real communities of the city.

Today I want to offer the counter-narrative, where we acknowledge the multitude of individuals and organizations working tirelessly to address community concerns and create safer communities. There are countless community leaders, activists, social workers, educators, and residents in Chicago who are dedicated to fostering peace, reducing violence, and supporting those affected by it. From youth programming, to providing trauma-informed support, to promoting restorative justice, to advocating for systemic changes – there are dynamic, engaged, and impassioned individuals on the ground leading this community-building work.

This week I had the honor of visiting Chicago for the first time with my Bringing Fellows cohort. Upon arrival we immediately plugged into a full day and a half engaging with numerous non-profits doing deeply impactful work in some of the most disinvested communities in the city. I will do my best to highlight some of those organizations and the work they’re doing here in a bit. But, as a historian, I’d be greatly remiss if I did not delve into the historical context of how the systemic inequalities that exist in the great city of Chicago – a city that has given the world so much – actually came to be.

The Promise and Reality of the Great Migration

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In the early 20th century, the Great Migration brought waves of Black people from the oppressive chains of the South to the promise-laden cities of the North. Prior to this movement, the South had long been the predominant home for African Americans. From the inception of the nation until the turn of the 20th century, the majority of African Americans, at least nine out of ten, resided in the South, primarily in rural areas. However, despite the newfound freedom granted by the 13th Amendment, which abolished slavery, various factors such as farm tenancy arrangements, poverty, high illiteracy rates, and limited opportunities in the North kept Black migration from the South at a very modest level.

From 1910 to 1970, Chicago attracted more than 500,000 of the approximately 7 million African Americans who left the South. One of the key contributors to the movement was The Chicago Defender, a prominent Black newspaper in the city. It played a pivotal role in promoting and facilitating the migration of African Americans to the North. Starting in 1916, the newspaper embarked on an extensive campaign, sharing inspiring stories of Southerners who had achieved success in the city. To assist those considering the move, the paper provided valuable resources such as lists of churches and organizations where potential immigrants could seek help with travel, housing, and employment.

Systemic Inequalities in a Promised Sanctuary

However, beneath the surface of Chicago’s attractive facade, the promise of a sanctuary was overshadowed by the stark reality of systemic inequalities. Civil Rights icon, Dr. Martin Luther King Jr., turned his gaze upon the streets of Chicago and was met with a harsh, devastating truth – declaring it to be one of the most segregated places he had ever witnessed, exposing the persistent grip of racial divisions and systemic injustices that plagued African American communities.

Contrary to the hopes and expectations of those who migrated, the North proved to be mostly a continuation of the oppressive structures they sought to escape. Systemic inequalities persisted – discrimination, limited opportunities, and unequal access to resources remained obstacles to the progress and advancement of African Americans.

Structural Barriers and Resilient Prejudice

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An insidious prejudice persisted in obstructing progress and maintaining racial divisions within Chicago. Structural barriers were erected to confine African American communities within invisible walls, denying them access to quality housing, educational opportunities, and economic advancement. Redlining, discriminatory lending practices, and predatory housing policies served as highly effective legal tools to perpetuate systemic inequalities and reinforce racial segregation.

Through redlining and discriminatory lending practices systematically denied loans and mortgages to African Americans, depriving them of the opportunity to build wealth and secure stable housing. Predatory housing policies further exploited these communities, perpetuating cycles of poverty and limited mobility. The impact was profound, trapping generations in a cycle of inequality and denying them the chance to fulfill their potential.

Divisions and Neglect: Echoes of Injustice

Segregation’s corrosive effects permeated every corner of Chicago, eroding the city’s unity and corroding its social fabric. Neighborhoods once vibrant with diversity succumbed to the rigid boundaries of racial segregation, breeding inequality and perpetuating deep-rooted disparities. Within this segregated landscape, African American communities bore the brunt of the consequences, enduring the harshest realities of racial injustice.

Education, a pillar of opportunity, access, and empowerment, became a battleground of inequality. Dilapidated schools, deprived of resources and attention, stood as glaring symbols of neglect and systemic discrimination. African American children were denied equal access to quality education, limiting their chances for upward mobility and perpetuating generational cycles of disadvantage. Simultaneously, healthcare services in segregated areas were woefully inadequate, reflecting the callous disregard for the well-being of African American lives. Basic medical facilities were scarce, leaving communities grappling with preventable illnesses and untreated conditions.

Amidst the sea of despair, a familiar, resilient spirit emerged. African American communities in Chicago refused to be defeated. They rallied together, united in their demand for an end to the suffocating grip of segregation and systemic racism. 

Bob Fitch photography archive, © Stanford University Libraries

Organizations like the Chicago Freedom Movement, led by Dr. Martin Luther King Jr., and countless grassroots activists played a vital role in challenging the status quo. They paved the way for progress, tirelessly advocating for equality, justice, and the dismantling of oppressive structures. Their footsteps marked a path towards a more inclusive and just society, leaving a powerful legacy of local community power and hope.

The Legacy of Power and Hope 

African Americans’ struggle against systemic inequalities in Chicago serves as a testament to the unbreakable spirit of the human will. It reminds us that progress isn’t always rolled out on a linear path, that the journey towards justice is often riddled with countless obstacles. However, it also demonstrates the power of community and the unwavering belief that together, united in purpose, we can dismantle the barriers that hinder progress.

The legacy of the Great Migration and the resilience of those who fought for justice fuel our determination to create a future where equality and justice are not mere dreams, but a lived reality for all. And like those who paved the way during the Great Migration, today, there are so many powerful organizing efforts taking place in these communities. While there are so many doing absolutely phenomenal work in their communities, here are a few we visited during our time in Chicago.

Southwest Organizing Project (SWOP)

In the heart of Chicago’s southwest neighborhoods, the Southwest Organizing Project (SWOP) stands as a champion of community empowerment. They work tirelessly alongside residents, amplifying their voices and fighting for social and economic justice – they understand the power of collective action and partners with the community, rather than playing the role of a savior.

One of SWOP’s primary battles is housing insecurity. They confront gentrification and strive to ensure that every resident has access to safe and affordable homes. By transforming dilapidated buildings into beacons of hope, they enable families to thrive and reclaim their communities.

Education is another area where SWOP has made a significant impact. They stand alongside parents and students, demanding better resources and equitable opportunities. Through their unwavering commitment, they transform schools into empowering environments where the potential of every child is nurtured and futures are reshaped.

SWOP also fights for equitable healthcare access, mobilizing communities to dismantle barriers that hinder essential medical services. Their efforts have chipped away at healthcare inequity, ensuring that all residents, regardless of their zip code or economic status, can receive the care they deserve. The impact of SWOP reaches deep into the fabric of the community, instilling power, unity, and resilience. They inspire collective action and a model that change comes from unwavering determination and belief in the power of the people. 

Imagine Englewood if

In the heart of Englewood, Imagine Englewood If stands as a powerful force for change. As the longest-serving nonprofit in Englewood, it is committed to fostering secure and empowering environments for the youth in the Greater Englewood community. By imparting valuable knowledge on positive communication, promoting a healthy lifestyle, and fostering environmental awareness, IEi plays a vital role in strengthening the bonds within the Greater Englewood community. Through IEi, disinvested spaces are transformed into vibrant centers of growth and community building, adorned with murals that tell stories of strength and unity.

Imagine Englewood If defies limitations and nurtures the creative spirit within young people. Their impact pulses through the community, empowering individuals to rewrite their narratives and shape their neighborhoods. By fostering belonging and purpose, they instill the belief that dreams are valid and contributions are invaluable.

As architects of transformation, Imagine Englewood If builds bridges where others see walls, unlocking the potential within each individual. They paint a vivid picture of a future where empowerment replaces disinvestment, creativity silences violence, and every young person can thrive. Through their unwavering dedication, they pave the way for a brighter tomorrow, where hope guides us towards a world where dreams are realized.

Safer Foundation

Many of us have loved ones or close friends who’ve been incarcerated at some point in their lives. And we have seen the, oftentimes, irremovable obstacles that stand in the way of formerly incarcerated individuals. This is where the Safer Foundation steps in.

They serve as a beacon of hope, advocating for second chances and transformation in a world that can be quick to condemn those with criminal records. At Safer, they recognize the worth of every individual, believing that behind every label and mistake lies someone deserving of redemption and a fresh start. With unwavering dedication, they provide comprehensive services that extend beyond rehabilitation, including employment training, education, and vital support. They’ve even built a full-scale home in an old gym where these individuals can practice their skills in a practical way. There lies an inherent belief in the power of education to break chains of prejudice and open doors of opportunity to equip individuals with the skills and resources needed to rebuild their lives and contribute positively to their communities.

They work tirelessly to break the cycle of incarceration, dismantling barriers and fostering an environment of acceptance and understanding. With Safer, individuals are able to rewrite their narratives, rise above their past, and embrace limitless possibilities for their future. Lives are transformed, identities reclaimed, and communities are enriched as individuals begin to envision a brighter future – a future in which they belong. 

Through the work of the Safer Foundation we’re reminded of the importance of empathy, understanding, and forgiveness, challenging the notion that mistakes define individuals, and, instead, celebrating their resilience and potential. In a world where judgment often overshadows compassion, the Safer Foundation rises above the noise, guiding individuals towards redemption and renewal and reminding us of the transformative power of second chances in building a vibrant society. 

BUILD Chicago

BUILD (Broader Urban Involvement & Leadership Development) has been transforming the lives of young people in Chicago since 1969. Focusing on gang intervention, violence prevention, and youth development, the organization provides opportunities and inspires hope for youth facing systemic obstacles. Through mentoring, arts, athletics, college and career preparation, technology, and mental health programs, BUILD serves over 6,500 youth and families each year.

In response to the urgent need to address violence, BUILD launched the BUILDing Healthy Futures initiative in 2012. This initiative promotes healthy lifestyles through knowledge, nutrition, physical activity, and social-emotional learning. As violence rates increased in Chicago, BUILD adjusted its efforts to target areas with the greatest needs, such as Austin, Humboldt Park, and the West and South Sides. Since 2016, the organization has expanded its impact by establishing a Clinical Health & Wellness department and introducing Enrichment programs focusing on art, technology, and leadership training.

BUILD places a strong emphasis on building relationships with youth, fostering trust, and providing advocacy, support systems, and high expectations. They strive to ensure that every young person in every neighborhood has the opportunity for success. And they’ve achieved tangible results, with regular program participants showing decreases in negative behaviors, increases in prosocial behaviors, social mobility, post-secondary success, and civic activism/engagement.

They provide academic support and open doors to college and career opportunities for at-risk youth, including teen mothers and formerly incarcerated youth. Additionally, Project BUILD helps incarcerated teens reclaim their lives by introducing innovative practices to learn from past mistakes and develop positive life skills. They also engage neighborhood adults through the Community Resources Development program, collaborate with social service providers, and offer alternatives to incarceration for troubled youth.

Another powerful component to BUILD is The Iris, their campus farm, which plays a vital role in bringing fresh food, job experiences, and hands-on learning opportunities to the broader community. At The Iris, fresh and locally grown produce is cultivated, harvested, and shared with the surrounding community. By providing access to nutritious food, The Iris contributes to combating food insecurity and promoting healthier lifestyles for the community. 

Furthermore, the farm serves as a space for educational programs and workshops, allowing individuals of all ages to engage in experiential learning and gain a deeper understanding of sustainable agriculture and environmental stewardship. To date, BUILD collaborates with over 100 organizations, demonstrating a commitment to a true community partnership. 

Firehouse Community Arts Center

The Firehouse Community Arts Center, located across disinvested neighborhoods of Chicago, serves as a sanctuary of creativity and healing. For over a decade, they have provided a safe haven for young people in Chicago – its primary focus on preventing and interrupting youth and young adults caught in violence through a range of events and art programs. The center’s origins go back to a Saturday night Hip-Hop worship service in 2003, organized by Pastor Phil Jackson and attended by youth and young adults from North Lawndale and beyond. The overwhelming response led to the incorporation of the Firehouse Community Art Center as a 501(c)(3) non profit in 2006, and the subsequent purchase of a 100-year-old Chicago Firehouse in North Lawndale in 2007.

Today, the Firehouse Community Arts Center offers year-round, multi-disciplinary cultural arts programming, mentorship, leadership development, and workforce training. Its mission is centered around preventing and interrupting violence by providing young people with meaningful opportunities to engage in the arts. The center serves as a hub for artistic expression and creativity, empowering the youth and young adults of North Lawndale and the wider community. Through these various forms of expression, individuals find solace and strength, realizing that they are so much more than what they may have been led to believe.

The Firehouse Community Arts Center stands as a testament to the spirit of a community that refuses to be forgotten. It embodies the transformative power of art, connecting hearts and illuminating the human experience. In this reclaimed fire station, hope blossoms, wounds heal, and communities are woven together through shared experiences. 

IMAN (Inner-City Muslim Action Network)

Since its inception in 1997, IMAN has served as a powerful force for change on Chicago’s South Side. Rooted in the lived experiences of marginalized communities, IMAN’s passionate visionaries have nurtured the organization into a beacon of hope and transformation. 

IMAN’s approach defies conventional boundaries, recognizing that true change requires addressing the interconnected web of systemic inequities. They are a prime example of “buying the block” to provide services to the people. (I encourage you to read this more broad outline of how they’re changing the game – IMAN’s Principles of Change)

IMAN’s story celebrates the indomitable human spirit and the resilience of communities of color. They are catalysts for transformation, defying limitations and reshaping narratives. Their legacy will forever resonate as a testament to unity, resilience, and unwavering hope, fostering a society where every voice is heard, every life is valued, and justice radiates in every corner.

Embrace the Counter-Narrative

Thank you so much for joining me on this journey. I understand that stepping back and considering something different than what you may have believed or felt can be a hard thing to do. But I encourage you to. As we embrace the counter-narrative, we recognize that violence and crime do not define the entirety of Chicago or its residents. We acknowledge the agency and resilience of those who are actively engaged in creating positive change and foster a more nuanced and understanding of the city’s complex realities. 

I love the people of Chicago and thank them so much for their willingness to share the dope ways in which they are making a difference in their communities. I learned so much. Let’s commit to challenge our preconceived notions. And let’s celebrate the remarkable work being done by local community organizers in some of the most disinvested areas in our country. As one of these champions stated, “we don’t get to clock out – this is what we do 24/7.” That’s commitment. That is love. That is community. 

So the next time you hear someone say “well what are they doing about crime in Chicago” or some other racist trope, I challenge you to step up. You can show them this blog. You can point them to one of these fabulous organizations where they can ask the folks doing the work directly. And, while they’re at it – since they’re so concerned – they can donate to their causes. Let’s transcend stereotypes, embrace the counter-narrative, and support the transformative efforts of so many amazing nonprofits, such as these, in their mission to build a more peaceful and prosperous society for all.

Weekly With Whitfield – Endings

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Throughout this week, the concept of endings has occupied my thoughts, leading me to ponder the profound role they play in shaping our lives. As the familiar sound of the school bell reverberated through the air, my eyes were fixed on my son, Landon, who, in that very moment, transitioned from a fourth grader to a fifth grader. The previous year had dissipated like dust in the wind as he excitedly dashed towards me, arms wide open for an affectionate embrace.

Happy Retirement

However, my gaze extended beyond the immediate, and I noticed Mrs. Pybus, his teacher, lingering in the distance. In this moment, I realized that for Mrs. Pybus, this marked the culmination of a profound and storied career. Landon had the privilege of being a part of her final class before she chose to embark on the journey of retirement. The conclusion of fourth grade for Landon mirrored the final notes of a symphony composed of Mrs. Pybus’ unwavering dedication to the service of children—a harmonious culmination of a lifelong pursuit.

Endings are complex and multifaceted, evoking a mixture of emotions that ebb and flow within us. They carry with them a sense of uncertainty that shrouds our path forward. Yet, nestled within the depths of this uncertainty lies an extraordinary revelation: as we bid farewell to one chapter, we create fertile ground for new beginnings to take root and flourish.

Time Flies

Although we still have one more year of elementary school left with our youngest child, I am acutely aware of how swiftly this chapter will draw to a close. This realization has been solidified through my experiences with both Jordan and Lauren, my older children. It feels as though it was only yesterday when they embarked upon their tentative first steps into the realm of kindergarten, their innocent eyes brimming with curiosity and wonder. And yet, like a fleeting wind gust, they have matured into remarkable individuals, confidently donning their caps and gowns, clutching their hard-earned college degrees. There was a time when these transitions filled me with melancholy, a sense of loss as familiar chapters reached their final pages. However, as time has passed, I have learned to embrace the inherent opportunities that lie within endings, and I cherish the privilege of being present to witness the dawning of new beginnings alongside my children.

Endings, rather than being definitive conclusions, should be perceived as the threshold to a fresh chapter in the intricate story of our lives. Instead of succumbing to worry or apprehension, I urge you to wholeheartedly embrace each moment and seize the opportunity to embark on this new season with unwavering enthusiasm and resolute determination. 

Weekly With Whitfield – Lost

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He was nowhere to be found. Toby, our plump, black and white, 10 year old cat, was lost. It’s Thursday, April 13th, and he must’ve slipped out the back door the night before. I was going back-and-forth to tend to the grill and that little sneaky guy got away. I awoke to calls from my wife, Kerrie, in a panic. Searching and searching before she went to work – to no avail. She was an emotional mess. 

And now she left for the salon to go work her chemical magic on people’s hair. Don’t get me wrong – I, too, was a bit panicked, but at this point my worry was more about my wife’s emotional well-being and the deep sadness that would ensue if we did not find Toby. My determination to find Toby is riding high.

The Search is On

I go through camera footage from the following night. BOOM! There he is at 1:30am just chillin’ out by the pool lounger like he doesn’t even know he’s an indoor cat. At roughly 4:30am, he walks off to the east side of the house, then never shows up again on camera.

Off I go. I search the backyard again and again. I walk our little culdesac over and over. I get on the Nextdoor platform (which I absolutely dread) and post a brief message and picture about Toby being missing. I do the same on our small community Facebook group. Nothing. Toby is gone. 

I jump in my car to expand my search. I don’t think he’s gone far, but I just want to check this off the list. As I creep at a crawl along these neighborhood streets I’m cognizant of the “look”. When I see people working in their yards outside, I’m quick to speak.

“Hello there! You wouldn’t have happened to see a plump, black and white cat around here, would ya?” 

Each response was, generally, the same:

“Nope. Good luck.”

Help Is On the Way

All of a sudden, my phone rings. It’s Kerrie. Usually, I’m very excited to answer her calls. When I see her name pop up I get this massive rush of dopamine. But for this specific call I was sad. I knew I didn’t have the news she was looking for and my heart was breaking. I answer the call and, through her tears, she tells me that my mother-in-law, Colleen (aka Mama), is on the way. I’m relieved to have some help. Especially from Mama, as she’s a freakin’ cat whisperer. If he’s anywhere close, she’ll find him.

Soon after I hang up with Kerrie, Colleen calls to let me know she’s on the way. She suggests printing off some flyers that we can post around the neighborhood. When she arrives, off we go, flyers, cat treats, and tape in hand. 

Doors

We walk. And walk. And walk. This dude is absolutely nowhere to be found. All of a sudden Mama says, 

“what if he went to someone’s door and they saw this pretty little cat and just took him inside?”

“Good point”, I thought.

She continues, “how bout you just go knock on some of these doors and just ask people if they’ve seen him. He may be in one of these houses.”

I stop in my tracks and immediately say, “Mama, there ain’t no way I’m (pointing to my chest) going up to knock on any of these doors – especially here in Texas.”

I didn’t have to think about my response. It was instantaneous. A lifetime of lessons learned about how I am to navigate this world. Ever-aware and conscientious that, in many spaces, my very existence is seen as a threat. I’m not knocking on any doors of people I don’t know.

In the end, Toby’s little bad butt was tucked up under our pool lounger cover THE WHOLE TIME. Talk about being super relieved and highly pissed at the same time. But the most important thing – he’s found and I get to deliver that news to Kerrie, who was on the verge of canceling the rest of her day. Disaster averted. Toby once was lost, but now is found! The relief in her voice soothed my soul.

The Cost of Being Lost

Days later, Ralph Yarl, a 16 year-old Black young man, was shot twice (once in the head) for simply knocking on the wrong door in Kansas City, Missouri. He was sent to pick up his siblings at 115th Terrace Street and, mistakenly, showed up at 115th Street. He knocked on the door, no words exchanged, and an 84 year-old White man simply shot him through the door. 

Despite suffering these violent wounds, Ralph ran to three different houses for assistance and, finally, aid was given – but not before being asked to lay on the ground with his hands up. Miraculously, Ralph is expected to make a full recovery. But my goodness…no child should have to ever fear ringing a doorbell.

When I heard of this tragedy I was left to grapple with what I said to Mama just days earlier. I didn’t just manufacture some fairytale of something going horribly wrong as I approached someone’s home. I could literally see it playing out. There was not a hint of play in my voice.

What most will never understand is that, while Ralph took the literal bullet, there was a figurative bullet that shot through the hearts of every Black person as they learned of this story. And that bullet doesn’t simply pass through – it leaves fragments of trauma along the way. A daily reminder that your body can be taken, at any point, for simply being lost – for simply existing. 

And Then There’s New York

More tragedy strikes days later when 20-year-old Kaylin Gillis was shot and killed because she and her friends were lost. They pulled into a 65-year-old man’s driveway to turn around and were met with armed resistance. The reason for Kaylin’s death was simply being lost. As if the shooting of Ralph was not enough of a gut punch to our societal consciousness, this senseless act highlights a reality we face.

In what world is it okay for our kids to fear being shot at or killed when they pull into a driveway to turn around? As parents and guardians, we must now have that conversation with our children and tell them to never pull into someone’s driveway to turn around – even if they’re lost. Another life was taken in a senseless act. All because these kids were lost.

And Then There’s Texas

We’ve all done it before. We approach, and maybe try to enter, a car that looks similar to either our own or one of our friend’s. But this simply being lost in the moment could cause us serious bodily harm (or even our life), as displayed here in Texas.

Several friends who met in an Elgin H-E-B parking lot had just returned from cheerleading practice.  One of the young ladies, Heather Roth, mistakenly opened the car door to a car she thought was hers, only to see a man sitting in the passenger seat.

Quickly, she retreated to her friend’s car. She gets in and rolls down the window to apologize to the man, who’s coming towards their car. They saw he had a gun and tried to speed off and then he just started shooting at them. Heather was grazed by a bullet. Another young lady, Peyton Washington, was shot in the leg and back.

In each of these instances there are such high costs for simply being lost.

Trauma

I cannot imagine what each of these families are going through right now. And not just those who were killed or injured – in some of these instances there were bystanders that will carry what happened with them forever. I pray that each person impacted by these horrific events receives the care they need to heal. I hope we can start to have some serious discussions about how some of these “stand your ground” laws have not necessarily served to make our communities safer.

When these tragedies happen we’re left with so many questions that often go unresolved. It seems as though we have almost become numb to it. We see it on the news one night, then the next night there’s another one. The sheer volume of these senseless acts has driven some into a dark corner of apathy. They become desensitized and think it’s just the way things go. I refuse to look towards that dreary corner. It stalls progress and leaves our communities more vulnerable.

Lost

As a society, we appear to be desperately lost. Hang in there with me – I’m not saying all hope is lost – but we are, indeed, lost. 

Decade after decade we’ve been led to believe that our brothers and sisters are not such. People in positions of power and authority understand that there is a time-tested, proven, way of maintaining that power. And that is to pit man against man.

If I can convince you to see someone as less than human, it becomes much easier to subjugate, discriminate, and hate that group. 

If I say it enough that “this group of people are coming to take your jobs”, at some point, you start to believe it and hard calluses begin to form in your mind about “them”.

If I scream it loud enough that “LGBTQ+ people are somehow pedophiles who are out to recruit your kids”, at some point, you start to believe it.

Day after day, we’ve been inundated with one simple tactic that has been used throughout the ages – FEAR. And this fear leaves us lost. 

Dazed and confused. 

Wandering aimlessly across each other’s paths. 

Narrowly avoiding disaster most days. 

With the capacity to inflict heinous and unspeakable acts against one another on other days.

The Way Back

But there is a way back. And it’s really quite simple. 

Embrace humanity. 

Interrupt the noise with empathy and compassion. 

Choose to see the good in the world. 

Reject rhetoric that seeks to sow distrust and divide. 

Understand that, oftentimes, the people using these ugly tactics are simply being used. They’re misguided by those who hold power over them. 

Remember, as humans we all have an innate desire to belong. It just so happens that need is sometimes filled by nefarious ideologies. 

Every time you have the opportunity, extend grace. Even to those who may seem to be totally off-base and too far gone. Especially to those who treat you the worst. 

Give them something more beautiful to belong to. Open the door and invite them in. Give them a parking spot in your driveway. Welcome them. 

In the end, they’re simply lost. Be the light that guides them back to love and humanity, not the flash from a muzzle that leaves them wounded and in despair.

Weekly With Whitfield – Why

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Quite often I get the opportunity to speak to educators. I love discussing how to create dynamic, engaging learning environments for the kids they serve each day. I’ve had the honor of speaking to district leaders, campus administrators, classroom teachers and support staff, and everyone in between who help create these spaces for our youth. It is truly one of my favorite things to do. It ignites a fire deep within my soul. 

The Palpable Force of Education: The Unique Power of Schools to Transform Lives and Communities

Every time I leave the presence of one of these audiences I’m left feeling a bit better about the state of the world. I’m reminded of the unique power that lies within the walls of our schools each day:

The power of the chance we get each day to help shift the trajectory of student’s lives in positive ways.

The power to create an environment where young people feel seen, heard, valued, and loved. 

The power to draw out the unique genius that lies within each child. 

The power to change communities for the better. 

The power to facilitate learning that fosters critical thinking, inquiry, respectful dialogue, and a growth mindset.

The power to take the most broken and make them feel more whole. 

The force that exists in our schools is palpable. And that force changed the course of my life. It’s why I do what I do. Each time I’m blessed with the opportunity to address educators I try to take a moment to draw back to their why. 

Balancing Realism and Inspiration: The Role of “Remembering Your Why” in Navigating the Challenges of Education

I’ll stop here and say that I’m not a big fan of toxic positivity. Just telling educators to “remember their why” in the face of so much of the nonsense they face without taking meaningful action to address said nonsense, or providing practical tools to combat it, is not helpful. Quite the contrary. But I do believe that there are moments throughout our journey through this multifaceted profession that our ability to press pause and remember our why can be quite helpful in the moment. They sustain us through some of the passing challenges that come with walking through the schoolhouse doors each day.

This week I was reminded of my why in some very subtle ways.

The Importance of Mentors in Education: Reflections on Career Growth and Staying Hyper-Focused on Your Why

I had lunch with one of my amazing mentors, whose served as a district-level administrator in the area for some time. This is the same person who had a hand in encouraging me to pursue a doctorate in educational leadership nearly a decade ago when I was just beginning my administrative career. She saw something in me, then. And now, after all these years, here we are still discussing how on earth we’re going to solve the challenges facing public education. 

It was great to hear her speak of her why that carried her through her career, to retirement, and continued advocacy post-retirement. Ultimately, it was her local public school that changed the course of her life. And that prompted her to dedicate her life to the service of young people. It’s great to have people you can call on to reset your focus. Especially at the speed at which life is coming at us these days. We need people to help us slow down, breathe, consider things that we may not have, otherwise, and remind us that, beyond the noise, lies your why – the reason you care so much about what you do. 

The Power of Personal Connection: Building Relational Capacity with Students and Colleagues

Additionally, sometimes the reminders come directly from those you’ve been called to serve. For me, there is no greater gift than an affirmation from a former student or colleague who, in some way, I may have made the slightest difference. I live in the community that I’ve served for the last two decades and, rarely, does a week pass that I don’t have an encounter with an individual who falls into one of these categories.

It’s really quite amazing. It could be a student that I had in my first 9th grade World Geography class back in 2005 and I’ll still remember their name. That’s always been a critical component to building relational capacity with those I serve. I don’t just want to know everyone’s name by the end of the year or first semester. I want to know them in the first weeks of school. And I put intentional time and energy into that task. And not just knowing their name, but understanding how to pronounce their name; understanding unique things about the person beyond their name.

They May Forget What You Said, But They’ll Never Forget the Way You Made Them Feel

Every so often a meme goes around on social media about educators who’ve made an impact in students’ lives and I’ll have a former student tag me in it. This week, there was one that had a sticky not that read:

“Every Adult Remembers Their Favorite Teacher” 

I felt honored that someone out there thought enough of me. I responded with my gratitude and expressed how proud I was of this particular student. And this was her response:

Similarly, another student chimed in:

Again, I expressed my gratitude for such kind thoughts, let her how honored I was to have been her teacher, and affirmed the light that she shined then, and now, as an adult.

 – Yes, I’m at that age where I’m beginning to see that I could be in a school with children of former students – WOW! – 

As I read these beautiful reflections I paused. I reflected on the thousands of students I’ve had the opportunity to serve over the course of the last two decades. My goal coming into the world of education was to help guide young people through some of the most difficult moments of their life, equipping them with skills, tools, and resources to learn and grow into the best versions of themselves. In a nutshell, that’s what a handful of teachers did for me. And that’s largely why I chose the profession.

Talk about watery eyes as I received those verbal flowers. It’s been years since I’ve crossed paths with these students, but I can remember their light, as well. Unquestionably, the feeling is reciprocated. My life has been so greatly enriched by the students I’ve served through the years. Although I was the “adult” in the space and had my own lived experiences, I learned so much from them. And I’m forever grateful for each of them. 

Nurturing Your Passion: The Importance of Reconnecting with Your Why in Teaching

Teaching is, for me, one of the most noble professions. Educators play such a multifaceted and crucial role in shaping the future of our society. One must not underestimate the pressures that accompany this unique role. The constant demands and weighty responsibilities can easily lead to exhaustion, burnout, and despair. Thus, educators must frequently take the necessary measures to safeguard their mental and emotional health.

In such a scenario, remembering your purpose, the reason that compelled you to pursue this calling, serves as a guiding light. Reflection upon your why enables you to remain attuned to the aspects of the profession that offer contentment and gratification. By doing so, this helps stave off burnout and sustain your drive and passion for teaching throughout your journey.

Beyond these chance encounters, One way I reconnect with my why from time to time is to go through one of my “smile boxes”.  If a student has ever taken the time to write me a kind note, draw me a picture, etc, it’s in one of these boxes. Every so often, when I may be feeling a bit down, I pull out one of these boxes. Each represents a different point along my career journey from teacher to administrator to educational consultant. While I may have opened that box feeling down, it doesn’t take long for those feelings of goodness to wash over me in a wave of positive emotions. If you don’t have a “smilebox”, I’d highly recommend having one. This small action will uplift your spirits and remind you of the difference you make each day. The why shines through crystal clear as you turn the pages.

Still A Ways to Go – But You Got This

By no means do I write this to say that I’m the world’s best educator. That’s a far stretch. I’m far from perfect. But one thing that has always been perfect and pure is my love for young people – my desire to make them feel seen, heard, valued, and loved, my desire to create spaces where they are free to be themselves…where they can learn, grow, and discover opportunities that they may have never known. And in a moment, this week, I was reminded by the people who matter most in this profession – the students.

In the end, it’s important to remember that teaching is a challenging profession. And it’s okay to feel burnt out or overwhelmed at times. It’s natural. And, really, that goes for any profession. However, reconnecting with your why can help you stay motivated and inspired, even during the darkest of days.