The Story of Our Founder: Part 3
- Randyb Dinwiddie
- Oct 31
- 5 min read
This is the final installment in our three-part series chronicling the remarkable journey of Randy Dinwiddie, founder of Dependable Brokers and the visionary behind The DealMaker movement.
Faith, Freedom, and the American Spirit
Randy Dinwiddie didn't build his empire to get rich: he built it to prove a point. That point? America's future belongs to the builders, the believers, and the folks willing to roll up their sleeves when everyone else is looking for shortcuts.
"I believe America's future depends on builders: people willing to work, pray, and invest in others," Randy reflects, his voice carrying the weight of decades spent in the trenches of small business warfare.
Standing in his Missouri office today, surrounded by the evidence of what faith and grit can accomplish, Randy's vision extends far beyond profit margins and quarterly reports. His mission has evolved into something bigger: restoring faith-based values to business, rebuilding trade education, and creating networks where small towns can compete globally without losing their soul.

Suggested image: American flag with small business storefronts or rural Missouri main street scene, symbolizing small-town America's entrepreneurial spirit
The DealMaker brand isn't just Randy's anymore: it's become a movement for entrepreneurs who believe integrity and hard work still matter in a world increasingly dominated by corporate algorithms and Wall Street manipulation.
The New Generation of Builders
Walk through Dependable Brokers' offices, and you'll witness something that's becoming rare in American business: real mentorship in action. Randy isn't just building a company; he's building people.
"Every time a young worker learns to earn honestly and build confidently, America gets stronger," he says, watching one of his proteges work through a complex client solution.
His mentorship programs connect seasoned business owners with young dreamers who have fire in their bellies but need direction for their ambition. There's no corporate fluff here: just practical knowledge, unwavering faith, and structured discipline.
The daily schedules Randy developed for his team aren't just about productivity; they're about building character:
1-2 PM: Social media strategy (learning to communicate value)
2-3 PM: SEO and analytics (understanding how visibility works)
3:30-5 PM: Email leads (mastering relationship building)
5-6:30 PM: Client service (proving reliability through action)
6:30-7 PM: Reports (accountability and reflection)

Suggested image: Young professionals in training session or mentoring meeting, showing knowledge transfer between generations
These aren't just employees: they're the next generation of American entrepreneurs learning that professionalism isn't talent, it's discipline. Watching them grow reminds Randy that legacy starts with teaching, not preaching.
The DealMaker Media Vision
Randy's next frontier isn't another business venture: it's a media revolution built on authenticity in an age of manufactured content.
"People are hungry for truth and authenticity," he explains, leaning back in his chair with the confidence of someone who's never had to fake it. "My goal is to give them both: lessons from real life, not rehearsed speeches."
The DealMaker Media vision encompasses podcasts, documentaries, and social platforms dedicated to sharing real stories of perseverance. Not the sanitized success stories you hear at corporate conferences, but the gritty, honest accounts of what it actually takes to build something from nothing.

Suggested image: Podcast recording setup or media production scene, representing authentic storytelling and content creation
This isn't about building another media empire for ego's sake. It's about creating a platform where working America's stories get told without being filtered through corporate public relations departments. Every interview, every documentary, every piece of content carries the same DNA that built Dependable Brokers: uncompromising honesty backed by proven results.
The DealMaker brand will keep expanding through media, not to sell products, but to inspire action. In a world drowning in fake inspiration and manufactured motivation, Randy's offering something radical: real stories from real people who actually did the work.
Passing the Torch
The hardest lesson for any founder isn't learning how to build: it's learning when to step back and let others carry the vision forward.
"Legacy isn't about holding on: it's about letting go at the right time," Randy says, his tone carrying both wisdom and humility.
He's actively training the next generation of leaders inside his companies, not to be carbon copies of himself, but to protect the integrity of what's been built while creating new paths he never imagined possible.

Suggested image: Hands passing a literal torch or key, symbolizing leadership transition and legacy building
The principle Randy drilled into every successor is simple but non-negotiable: "If it doesn't help people, it isn't worth building."
This philosophy permeates every decision at Dependable Brokers, from the insurance products they offer to the advertising strategies they develop for small businesses. It's not about maximizing profit: it's about maximizing impact.
The torch-passing process isn't theoretical. Randy's actively transitioning day-to-day operations while maintaining strategic oversight, ensuring the mission stays pure while the methods continue evolving. His successors understand they're not inheriting a business; they're inheriting a responsibility to keep serving the underdog entrepreneurs who built America.
The Final Word: Still In the Game
Looking back from Missouri to his origins in Astoria, Oregon, Randy sees an unbroken thread woven through every chapter of his story: faith works when you do.
"I'm still that same kid, just older, wiser, and more determined to give back," he reflects, his eyes carrying both the weight of experience and the fire of continued ambition.
The transformation from a frightened child in a broken home to a relentless entrepreneur building other people's dreams wasn't accidental. Every setback became a setup for the next breakthrough. Every failure taught lessons the next success required.

Suggested image: Sunrise over Missouri landscape or inspiring business success scene, representing hope and continued growth
But Randy's story isn't ending: it's just changing chapters. The boy who learned to survive by depending on faith and grit became the man who teaches others to thrive using the same principles.
The DealMaker mission continues expanding through Dependable Brokers, touching thousands of small businesses across all 50 states. Every advertising campaign, every insurance policy, every business consultation carries the same DNA: turning problems into opportunities, helping the underdog compete, and proving that integrity still wins in the long run.
As long as there are people who need hope, opportunity, and a reason to keep going, Randy Dinwiddie's answer remains unchanged: "The DealMaker is still in."
That's not just a tagline: it's a promise. A promise that in a world of corporate complexity and manufactured authenticity, there's still a place where your word matters, your work counts, and your dreams have a fighting chance.
The story continues, one deal at a time, one relationship at a time, one transformed life at a time.
Written by Sarah Mitchell for Amerishop Services










































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