Story & Lesson Highlights with Roger Baldacci of Winchester

Roger Baldacci shared their story and experiences with us recently and you can find our conversation below.

Roger, a huge thanks to you for investing the time to share your wisdom with those who are seeking it. We think it’s so important for us to share stories with our neighbors, friends and community because knowledge multiples when we share with each other. Let’s jump in: Are you walking a path—or wandering?
I’m definitely wandering. I spent most of my life on a very straight path, and now I’m allowing myself to explore. Meeting new people, trying new things, seeing new places, and staying open to where life leads next. It feels less about following a plan and more about taking in everything life has to offer.

Can you briefly introduce yourself and share what makes you or your brand unique?
I’m a Creative Director and writer. I previously served as Executive Creative Director and VP at Arnold Worldwide, where I led teams and worked across several global brands, including the acclaimed Truth teen tobacco control campaign. After that, I started my own freelance practice, Howard Roark Industries, and later co-founded Strange Animal, a small collective of senior creatives focused on delivering smart, efficient solutions without the usual agency bloat. More recently, I launched AmenSupply.com, a Christian streetwear brand that collaborates with artists and designers to create memorable, thought-provoking pieces that spark conversation about faith.

Amazing, so let’s take a moment to go back in time. What part of you has served its purpose and must now be released?
When I was climbing the corporate advertising ladder, I gave everything to the job. I missed time with my family, skipped vacations, neglected my health — all for work that, in the end, was temporary. Campaigns come and go. While that approach brought awards and a strong paycheck, I wouldn’t do it the same way again. That version of me served its purpose. Today, I put myself first. My health is non-negotiable. I work out every morning, and I protect that time fiercely. Clients come second. Sorry, not sorry.

If you could say one kind thing to your younger self, what would it be?
Hey kiddo, relax, ok? It’s all gonna be ok. Give yourself some grace. Stop beating yourself up over something so small that nobody even noticed. Trust yourself, your intuition. You got this.

I think our readers would appreciate hearing more about your values and what you think matters in life and career, etc. So our next question is along those lines. What important truth do very few people agree with you on?
I believe much of our system is designed to keep us divided. The constant polarization isn’t accidental — it’s reinforced by a two-party structure and an attention economy that thrives on outrage. Social media amplifies this, turning anger into engagement and trapping people inside echo chambers where anyone outside the tribe is treated as the enemy. Meanwhile, the focus shifts away from real power and real accountability. I’ve found that stepping outside that framework makes the pattern obvious — and once you see it, it’s hard to unsee.

Okay, so before we go, let’s tackle one more area. What is the story you hope people tell about you when you’re gone?
He showed the love of Jesus Christ through his actions, not just his words. That he had a servant’s heart and would do anything to help anyone, friends and strangers alike.

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