“I write because it allows me to slow down, process life, and make sense of the journey I’m on. Words give me a way to translate my experiences — the wins, the setbacks, the growth, the questions — into something bigger than myself. Writing helps me reflect, stay grounded, and connect with others who might be walking through something similar. It’s not just about telling my story; it’s about offering perspective, honesty, and hope to anyone who stops long enough to read.”
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KeepUpWithNate.com shares the journey, insights, and vision of Nate Strickland, founder of Boston Made, highlighting his leadership, ventures, and commitment to purpose, innovation, and community.
“Well, here goes nothing…”
Latest Personal Writings By Nathan Strickland
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Checkmate & Battleship: Why I’m Building Boston Made Like a War Plan
Life has felt like chess and Battleship at the same time — strategy, patience, hits, misses, and constant recalibration. In this post, I reflect on my time in manufacturing and flooring, my experience in news and broadcast media, and the hard lessons I learned from leaving Engineered Floors on semi-bad terms. I talk about why… Read More
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Uncle Harry: The Genius Who Didn’t Need a Crowd
Uncle Harry Strickland was the kind of man who didn’t need attention to leave a legacy. A genius educator, humble soul, and quiet leader, he impacted lives through teaching, coaching, and steady faith. In this heartfelt tribute, I reflect on the moments that meant the most — a convertible ride to Blockbuster during my grief,… Read More
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While I Still Can
A raw reflection on family, regret, sobriety, and time—cherishing every moment with my parents as I finally understand the cost of the past and the importance of seeing my vision for Boston Made through while they’re still here. Read More
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Learning To Wait: The Pain That Made Me Focus
A raw Keep Up With Nate post about jail time, alcohol, wrong decisions, being accused, and learning to sit still in the pain. Today I’m sober, focused, and building in silence — turning discipline into a game and refusing to lose to my old self. Read More
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Goodbye To The Fair-Weather Friends
A raw Keep Up With Nate post about walking away from fair-weather friends — the ones who disappeared when I was struggling, doubted my dreams, and only want access now that I’m building momentum. I remember who supported me when I was dreaming… and who didn’t. Read More
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Raised in the Pews: My First Calling Wasn’t Business—It Was Service
A personal reflection on being raised as a pastor’s son — and how church life instilled values of discipline, purpose, and service that still shape the way Nate builds, leads, and writes today. Read More
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The Late David Blair and the Moment My Future Began
At 18, Nate’s life shifted when he was trusted to help market Winterfest venues in Cleveland, TN under the late David Blair — a defining moment that sparked his future in marketing, tech, and entrepreneurship. Read More
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Faith That Wins: Filming My Dad Changed My Life
A deeply personal tribute to Faith That Wins — the TV ministry Nate helped launch with his father, Pastor Howard Strickland, on WATC-TV 57 Atlanta, and how filming those sermons changed his life. Read More
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I Didn’t Leave Faith—Faith Never Left Me
A raw reflection on how Nate’s faith survived the detours — alcoholism, pain, self-medication, selling his business — and how sobriety has become a return to purpose, not a restart. Read More
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When The Technician Becomes The Legend: Losing G.W. Changed Me
People see brands. I see memories. This blog is about building the future with grief beside me—and how G.W.’s legacy still lives in every decision I make. Read More
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Before It’s Too Late
A personal reflection on fear, time, and the urgency to take Boston Made public under my own leadership—while the vision is still intact and the work still speaks for itself. Read More
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Not for Applause—For Freedom, and for the Story
I didn’t build my life for fame or applause—I built it for freedom. While I’m unapologetic about wanting financial security, my deeper calling has always been writing and telling the story of my life with honesty. This reflection explores ambition, meaning, and the desire to begin capturing the emotions, lessons, and moments that are still… Read More
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Resetting Between Pixels and Water
Between long hours designing websites and quiet moments on the water, I’ve found balance in stepping away from the screen. From kayaking at my parents’ lake house to barefoot walks along the ocean and shooting threes at the fitness center, these simple resets help me clear my mind, recharge, and return to my work grounded… Read More
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Raised in the Pews, Shaped by Service
Growing up as a pastor’s son shaped my heart in ways I didn’t fully understand until much later in life. Reflecting on my dad’s passion for ministry has given me a deep desire to help people—not from the pulpit, but through service, generosity, and building things that uplift others. This is a tribute to the… Read More
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The Grind, Right Now
In this season of focus and momentum, Nate Strickland is deep in the grind — building websites from the ground up through Fenway Web, hustling locally, and expanding into AI consulting for resorts, financial institutions, and e-commerce platforms. Balanced by lifting weights and time spent fishing, this chapter is about alignment, energy, and building with… Read More
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The Revamp: Rebuilding My Brand, My Family, and Myself
The revamp isn’t just about rebuilding a brand — it’s about rebuilding myself. This reflection explores growth, family, identity, and the intentional work of aligning who I am with what I’m building. Read More
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Carrying the Weight, Choosing the Climb
This deeply personal reflection explores the weight of depression, incarceration, and living with the reality of a felony conviction—while holding onto hope, restoration, and second chances. Through struggle and resilience, Nate shares how his past has fueled his determination to build something meaningful, reclaim his future, and move forward with purpose despite the odds. Read More
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Threads That Bind: My Mom, Her Sewing Room, and the Love Behind the Craft
This is a reflection on my mom, her sewing room, and the quiet love stitched into every piece she created. A story about craftsmanship, patience, and the threads that bind family together. Read More
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Learning to Sit Still: ADD, Addiction, and the Quiet Rebuild
In this deeply personal reflection, Nate opens up about living with ADD, breaking free from addiction and bad habits, and embracing a season of stillness, healing, and clarity. Through time spent at home, reconnecting with family—especially his father—and rediscovering his passion for building online, he shares how letting go of what no longer fit made… Read More
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The Panic Monster, the Screens, and the Dream
Building an empire isn’t fearless — it’s personal. From wrestling with the panic monster to finding calm in Bloomberg screens and purpose in designing websites, this is a reflection on fear, ambition, and loving the work enough to keep building anyway. Read More