The Dillon England Show
My mission is to provide my listeners with authentic conversations with interesting people, covering a wide range of topics from personal growth, entrepreneurship and lifestyle improvement, all while keeping it entertaining and informative.Become a supporter of this podcast: https://www.spreaker.com/podcast/the-dillon-england-show--6370921/support.
The Mistake That Keeps You Out Of The Room With Powerful People | EO Detroit Founder John Anderson
John Anderson started the EO Detroit chapter in a conference room in 1996 with two other guys and no money. He's now a business coach, an author, and one of the most connected people in Michigan.
He used to deliver mortgages by hand as a mailroom clerk making $30,000 a year. One man in that office, the chairman of the board, pulled him aside and told him he was going to do great things. That single sentence rerouted the rest of his life.
From there he built relationships with people like Vern Harnish, David Brandon, Bill Ford Jr, and...
This Investor Owns 250 Doors… Here's the ONE He'd Buy Again | Peter Skaggs
Peter Skaggs runs a mortgage company and a 250 door real estate portfolio, and he built both at the same time without quitting his day job.
He bought his first investment property in 2007. Then 2008 happened. By 2011 the house had lost half its value. He held on anyway. For fourteen years. He also spent years chasing apartment complexes, land, and short term rentals before realizing he was collecting real estate, not building a portfolio.
He sold that crashed property in 2021 for almost double what he paid. That experience is where his framework came from. Buying power, staying power...
“Saving My Assassin" A Story On A Close Call with Death, and The Miracle of How She Survived | Virginia Prodan
Virgina Prodan grew up in Communist Romania, watching her parents whisper behind closed doors about a government that took a little more from them every year. She decided as a kid she was going to become a lawyer and find the truth.
She did. Top ten percent of her class, using a forgotten law book she found in a library to get Christian prisoners out of jail. Then the dictator took notice. He sent a man to her office with a gun, told her she wouldn't listen, and said he was there to end that.
She...
What Every Michigan Business Owner Should Know Before They Get Sued | Brandon Grysko
Brandon Grysko spent seven years wearing a badge before he ever put on a suit.
He started out chasing a fireman's paycheck, landed in EMS, and then his dad, a career sheriff's deputy, pointed him toward policing instead.
Brandon started noticing he liked the union side of the job more than the job itself. Contract negotiations. Discipline hearings. The parts that looked a lot like law.
Now he runs Fausone & Grysko, a business law firm in Northville, Michigan, and he still thinks like a cop every single day he practices.
We covered a...
Detroit Fox News Host: What it’s REALLY like hosting a TV Show | Ronia Shamona
Ronia Shamona has spent 20 years in local news. Overnight shifts in Las Vegas. 20 years of live TV. Now she anchors FOX 2 Detroit Live in the 2 and 3 pm hours and hosts her own segment, Rona's Rundown.
She did ten years on overnights before she had kids. After two kids and a stretch of postpartum on that schedule, she said it became impossible. She stepped away for six years to raise her kids before coming back to the chair…
Now she is back on dayside, running a live, unscripted show where she does not know what is happening un...
THIS Is Why Most Businesses Stay Stuck | Dr. Tim Tenneriello
Dr. Tim Tenneriello started out as a high school athlete who wanted to coach… which turned into a career running schools, then buying and scaling companies, then rebuilding wealth management practices from the inside.
Through his career journey , he learned nobody actually cares about your resume if you can just help them get from point A to point B.
That mindset took a struggling school to the top of its portfolio in four years, grew a company from $5M to $9M in his first year, and eventually led him to Procyon, where he now helps a te...
How Small Changes Create Massive Wealth | Robert Young & Doug Cellini
Robert and Doug both stumbled into financial advising. One was a chief engineer building lithium ion batteries. The other was a high school science teacher and football coach.
Today, they run an independent practice built on faith, stewardship, and small decisions that add up.
What we covered:
→ Why chief engineers and high school teachers make surprisingly good financial advisors
→ What it actually means to be a fiduciary..
→ The Mustard Seed Principle
→ Why their very first client lost them money, and why that mattered
→ How a 1% change compounds into a different life
The...
Relationships Are How You Align Your Business & Life | Matt Dery
What does 30 years as the voice of Detroit sports teach you about business? According to Matt Dery, it’s all about who you know.
As the Business Development Lead at Freedom-First Pathway, Matt has seen the 'fragmentation trap' destroy countless businesses. He explains why your advisors are failing to communicate and how to bridge the gap between your life, your wealth, and your business.
In this episode of the Dillon England Show we covered:
→ 25 years calling Pistons and Lions games
→ Being a bad teammate early in his career and what fixed it
→ Why one careless...
"The breadwinner trap almost broke us" | John Glon
John Glon spent a decade at GE climbing a ladder he wasn't sure he wanted to be on. He left corporate America in 2014, bet on himself, and built Great Lakes Essential Power from the ground up in Michigan.
The company grew but Covid hit hard. When the debt piled on John found himself running a business on an operating system while ignoring everything it was supposed to fix.
He was golfing and connecting. He was showing up great for everyone except his team.
From these hard lessons, he became a Bloom Growth OS coach a...
He Builds Software That Reads Your Car's Data 250 Times a Second | Dave LT
Dave LT works with a company that pulls data from connected cars to make roads safer: Compass IoT.
He grew up in a small corner of Australia, watching the rest of the world through a TV screen and assuming he'd never really register in it.
Self-confidence began to disappear in high school, but when he started saying yes, he learned that trying actually makes things possible.
In this episode we got into:
→ How your car sends back 250 data points a second, and what that means for safety and privacy
→ A bus crash near...
Is This The Best Pastry Shop in Michigan? | Bobby Blake | Bobby Blake
Most people know Blake's from the cider mill out in Armada, MI.
Five years ago, Bobby Blake took that heritage and launched Bakehouse 46. Today they have six locations across Metro Detroit, from Ann Arbor to Grosse Pointe, and a menu that covers cupcakes, gourmet donuts, savory pastries, bagels, and a full cafe line. They make their donuts fresh in every single store, every morning.
I invited Bobby on the show the week before our 313 Studio Launch Event because I needed to taste test what we were serving 130 guests… We ended up just recording the whole thing li...
You Only Get 18 Summers... | George Rivera
At the peak of George Rivera building his company, he was practically printing money, but was working 90 hours a week and hating life.
The business had everything. His family got what was left.
He had to stop being the answer to everything inside his company. He built the systems, transferred the ownership, and stepped back. Two years later the business had scaled past $50 million and he was working 30 hours a week. Sometimes zero.
In this episode, we covered:
→ Why founders build a prison for themselves, even when they're financially free
→ The "18 summers" fram...
Why Your Business Should Be on YouTube (Even If Nobody Watches) | Trevor Baker
Trevor Baker built one of the most respected YouTube agencies in the world starting from a roach-infested apartment in New York - editing videos for $20 a pop.
A LinkedIn message changed his trajectory: One conversation turned into a coffee meeting, which turned into a business partnership, which turned into even more partnerships. That gave Trevor the proof he needed that he could build something real in the media space.
He went all in on Astra Media, and the company hasn't stopped since.
In the episode, we talked about:
→ Why most businesses are completely wro...
"Overnight Success" Is Usually 15+ Years of Invisible Work | Manager Jon
Manager Jon has worked with TikTok, brokered KSI fights, built podcast studios, and managed some of the biggest creators on the internet.
But that's only half of it, the version everyone sees.
He’s spent years grinding through YouTube channels through a difficult childhood. After one rough night with his dad, his mom tried to comfort him with, "It's okay, son. We were never made to get out."
As he sat on the steps as a young man, Jon decided those words were a lie which he refused to accept.
We talked th...
Why Price Doesn't Matter (And What Actually Does) | Daniel Russell
Daniel Russell is VP of National Sales at Trion Solutions, one of the fastest-growing PEO companies in the country. He’s been in sales for over 26 years and he helps businesses manage payroll and HR for over 1.2 million employees worldwide.
And he has a 98.7% client retention rate.
In this episode of The Dillon England Show, we covered:
→ Why the question "How much does it cost?" is never really about price
→ The heart surgeon mindset that redefined how Daniel approaches every client
→ What elite athletes transitioning out of professional sports taught him about identity
→ H...
He Did 1,200 Guest Appearances, Then He Turned It Into a Business | Mike C-Roc
At 40, Mike “C-Roc” Ciorrocco had everything most people chase.
He went on a self-discovery journey, started surrounding himself with mentors who had what he wanted, and made one commitment: getting on podcasts to build relationships, and eventually- see where it leads.
What it led to was over 2,000 podcast appearances, a top-tier booking agency called That1 Agency, a WhatsApp community of 600+ operators and founders, and a philosophy around performance, proximity, and getting out of your own way.
We covered:
→ Why 95-99% of your time in early business should go toward generating revenue
→ How to "buy...
The CEO Who Built a Cybersecurity Company Without Knowing IT | Matt Loria
Matt Loria built a top-tier cybersecurity and IT firm without a single tech degree or certification.
Back when he and his brother ran a computer recycling business, they went repeatedly through IT providers. It was always the same: things started great, then the service just vanished. When Matt eventually told his brother he was starting his own IT firm, his brother pointed out the obvious.. "You don't know anything about IT."
But Matt knew exactly what it looked like when someone did it wrong, and he knew how to fix it.
That gap became...
From Mud Hut in Liberia to Coaching Nonprofits Across 3 Countries | Chris Lambert
Most people who want to change the world start with a cause, not with Chris Lambert, ‘coz he started with a crisis…
Chris Lambert, Founder & CEO of Next Level Nonprofit, grew up in a small town in northern Indiana, gave his faith the finger at 16, then spent six years chasing whatever he thought would make him happy, but no, it didn't, then there became a chance encounter at a church service in Australia, and when he came home, he wasn't the same person who'd left.
We covered:
→ How Chris's faith journey, from a small-town kid to a m...
83% of Realtors Don't Make It Five Years. Here's Why. | Donny Samson
Most people think real estate is easy money.
Donny Samson knows better.
He got his license at 22, just because a friend did it first and his wife said, "If he can do it, you can." His first two commissions paid for her engagement ring. He was hooked.
But building a career is one thing. Building a company is another. When his dad handed him the keys to Samson Properties and made him CEO in 2019, Donny had to learn fast what separates a great realtor from a great leader. Spoiler: it's not the same skillset...
No One Wants Their Legacy Buried: Herman Moore on Football and Business
Most people know Herman Moore as the Detroit Lions' greatest wide receiver. The records. The Pro Bowls.
What they don't know is what happened after.
Herman left the NFL and walked straight into one of the hardest seasons of his life. Business. He lost nearly everything. Got told no by banks, investors, and people who couldn't see past the helmet. He had to rebuild from scratch, in a world that kept boxing him in as just an athlete. He didn't leave. He didn't quit. He stayed in Michigan, bet on himself when no one else would...
How a 5-Minute Elevator Conversation Led to a Career at Mercedes-Benz | Amy Wang
Amy Wang spent over 20 years building a career she never planned.
She started premed at Michigan State University simply because she liked school — until she realized she couldn’t handle blood. Needing to graduate on time without extra loans, she switched to industrial-organizational psychology, not fully knowing what it was, just that it fit.
That uncertainty became a pattern. Not in a reckless way. In a way where the right things kept showing up when she stopped forcing them.
Eventually a friend told her Mercedes-Benz was hiring. She didn't have an HR title at the t...
He Sold His Company for Millions and It Nearly Broke Him | Wesley Mathews
Wes Mathews got his first job washing dishes at 12 years old. He built High Level Marketing from nothing into a company doing over $22 million in revenue. And then he sold it.
Three years later, Wes started Stealth Consulting with his original partner again—same trust, just a lot more wisdom. This time, he knew exactly who he wanted to work with and wasn't chasing revenue just to chase it. And he says he’s honestly happier than he’s ever been.
We talked about:
→ Why selling a company can be one of the loneliest things an entre...
Zero to $500K in Five Weeks With Just Phone Calls | Patrick Gomez
Patrick Gomez quit his job as a CMO, filed an LLC for a hundred bucks, and sat at his desk thinking clients would just show up.
They didn't.
He panicked and DM'd 3,000 people on LinkedIn over two days straight. Got five clients. Lost all five almost immediately. That was the beginning.
Patrick is a serial entrepreneur who built SiteLyft, a subscription website business, from those early failures. Then he co-founded AntiAgency, a podcast-based lead generation company. And most recently he launched TurboClaim, an AI-powered claims management platform that raised half a million dollars from...
Stop Treating Networking Events Like Sales Calls | Greg Peters
Greg Peters spent 15 years as a computer programmer before realizing something was missing...
He started his own web development business in '94 but hit a wall; he lacked social skills and couldn't bring himself to cold call.
Greg saw the problem and began taking networking classes. And it changed everything.
Now Greg teaches professionals, entrepreneurs, and credit unions how to build networks that actually produce referrals; the kind where people text you opportunities without being asked.
Here's what we cover:
→ Why most people waste their time at networking events (and the sim...
Nick Freitas: Leaving Politics, Charlie Kirk, Real Parenting, & Why Men Feel Betrayed
Nick Freitas spent 10 years in the Virginia State Legislature representing James Madison's district. He was a Green Beret. He's built a following of millions.
And he's personally been a long time dream guest of mine.
In our conversation, Nick talks about what his wife once told him... she didn't need him to be weak; she needed him to be tender. What follows is one of the most honest discussions about masculinity, marriage, and fatherhood I've heard.
He lays out:
→ Why your relationship with your teenage daughter begins to be built when she's two.
The Quiet Cost of Taking Your Foot Off the Gas | Dante Brunelli | TDES
Dante Brunelli, founder of LaunchOS, believes one thing matters most in business: if you can’t grow, you won’t last.
Comfort doesn’t build anything... He learned that through thousands of sales calls which shaped his confidence and pushed him forward.
We talk about earning trust, adding value before asking for anything, and why showing up every day matters more than talent.
My big takeaway: we learn by doing, and that staying humble and trusting that the work will pay off is the only way to grow.
*Connec...
How 10 Minutes Can Change Your Mental Health | Jim Steffen | TDES
Jim Steffen has done things most people only dream about. Serial entrepreneur, former American Ninja Warrior contestant, and known as “America’s Fun Fitness Coach,” he’s spent a lifetime proving that exercise is the best medicine we’re not taking.
We get into why gyms don’t work for most people, the surprising connection between movement and mental health, and the philosophy behind Jim’s homemade kettlebells. He proves consistency over perfection is best and why he believes we’re all recovering from something.
*Connect with Jim*
Web: https://xtfit.us/
*Connect with Dillon*
What Happens When Traders Stop Lying to Themselves | Vance Cast | TDES
Dr. Vance Cast started out helping a few friends navigate who to trust online in the world of trading. When he discovered there wasn’t anyone worth trusting, he built the system himself.
What began as a simple promise grew into a community of traders who trade together, argue together, laugh together, and change each other’s lives.
Vance talks about the moments that made him see this was bigger than day trading:
A woman earning enough to buy her husband a jacket for the first time.A pizzeria owner learning that the change he need...
What Running a Top PR Firm Taught Me | John Truscott | TDES
When John Truscott left politics to build his own PR firm, he didn’t realize how heavy the pressure would hit.
Lost clients. Bare-bones months. Thirty paychecks depending on him.
And he learned very quickly: if you won't show up, your business won't either.
He remembers taking heat for voicing unpopular opinions as the governor of Michigan’s press secretary, and later navigating an unlikely merger with a competitor-turned-friend.
Because success doesn’t come from playing it safe.
Success comes from walking away at the right moment, having the uncomfortable but nec...
The Truth About Being A Young Founder | Ethan Lloyd | TDES
Ethan Lloyd built a marketing agency from scratch, landing major gigs with Detroit’s city government and helping both local florists and big names tell their story.
He started starting small... $250 a month jobs and no experience.
Then the real stories came out.
The moment he realized he had no idea who supported or hated him.
Why he’d rather work with real people, not liars or the ego-driven.
And what kept him going when quitting felt like the only option.
Connect with Ethan
https://www.ethanlloyd.com/
https...
Why Most Creators With Millions of Followers Are Still Broke | Manager Jon | TDES
Manager Jon slept on an office floor for eight months, tasting carpet between dreams and the grind. He built studios from scratch. Connected with creators who had millions of followers but were still broke. Turns out “followers” don’t pay bills. Brand clarity and speaking real numbers do.
Top takeaways:
-Break the silence about your struggles.
-Track what your time is actually worth.
-Build something anyone can grow inside of... even if you’re not sure how you’ll pay rent next month.
Do you measure yourself against others, or against the version of yoursel...
How He Survived Losing Everything... And How He Changed From It | Coach Bob Shenefelt | TDES
I sit down with Coach Bob Shenefelt, creator of the Visionary Forum and author of Unscatter the Chatter, and talk about the real ups and downs of entrepreneurial living.
Coach Bob shares his stories of failure and self-discovery, including how he almost lost everything... financially and personally.
Why do visionary leaders struggle to slow down? How can building the right team save your business? Why is identity and self-worth so tangled with what we build? If you’ve wondered if you’re the only one who struggles with doubt, burnout, and the pressure to keep going, you...
How She Built America’s Most Unique Rare Plant Business from Nothing | Jocelyn Ho | TDES
Jocelyn Ho is the founder of Rare Plant Fairy a world-class rare tropical plant business after immigrating to the US.
She shares how loneliness in a new country fed her curiosity and a collector's mindset which sparked the $1M idea - turning a pandemic hobby into a thriving company with 100,000+ plants, an international customer base, and a one-of-a-kind Detroit facility.
We talk building culture, hiring your first employee (and your spouse), and the CRAZY world of $50,000 plants.
Rare Plant Fairy: https://rareplantfairy.com
The Orchid Thief by Susan Orlean
Sponsor — Broadcast Bre...
I Asked the Youngest Bitcoin Millionaire If Blockchain Can SAVE Free Speech | Erik Finman | TDES
What happens when your grandmother gives you $— and you put all of it into Bitcoin?
That decision turned Erik Finman into one of the youngest Bitcoin millionaires in the world. In this episode of The Dillon England Show, we unpack his wild story: from buying Bitcoin at $10 a coin to hitting $1M at just 18 years old, and how that early win shaped his view on money, innovation, and freedom.
We go deep on crypto, AI, censorship, and America’s future — why Erik believes blockchain technology like Optio will redefine social media, why free speech is at risk, and how de...
How Good Companies Become GREAT: Lessons from EOS' Dave Feidner
If you’re leading a team and feel like you’re always fighting fires, this one’s for you. Dave Feidner breaks down identity change, Level 5 leadership, the “change equation,” and how EOS gives teams a real operating system — not just another meeting. We get practical on aligning human energy, ending normalized dysfunction, and why your culture follows your habits.
We also swap stories on London vs Detroit, language and respect, self-sabotage, philosophy, and what “authentic” really means — hint: it doesn’t mean staying the same. If your company needs vision, discipline, and traction, watch this, then book your 90-minute.
...
How This First-Generation MILLIONAIRE Broke The Welfare Cycle | Dr Omai Kofi | TDES
“Fail, fail, fail”—except do it prepared. Today I’m joined by Omai Kofi—first-generation millionaire, strategist, and connector—to tear down the myths that keep people stuck. We trace her journey from welfare and odd jobs to 111 documented income streams and real ownership, including the “food-stamp card” identity shock, the 2015 pivot into investing, and how she engineered an environment that pulled her up instead of holding her down.
Omai breaks down wealth vehicles that compound your efforts: infinite banking (using properly structured whole life to recapture dollars), real-estate equity plays (HELOCs, cash-out refis), and the principle that money should make more...
Serving People Not Parties | Joe D’Orsie on Term Limits, Civility, Protecting Kids | TDES
If you’re exhausted by the circus and just want straight talk, meet Joe D’Orsie—Pennsylvania State Rep for the 47th (Eastern York County). Joe’s the guy who goes home to his family after session, hosts real “Java with Joe” town halls, and votes with facts over feelings. We get into what actually hits home: term limits, keeping girls’ sports for girls, free speech on campus, and school choice that helps families—not systems.
We walk through how politics should work—listen first, push good policy, skip the “keep my seat” game. Joe breaks down his Dads Defending Daughte...
Why So Many Athletes Go Broke, Tony Hills on Money, Faith, and Football | NFL Tony Hills | S2 EP 7
Former NFL Super Bowl Champ Tony Hills opens up about the day the draft went sideways, the surprise call from Pittsburgh, and walking straight into a Super Bowl. He shares the quiet moment with Troy Polamalu that changed his money life forever, the standard Mike Tomlin demands, the culture Dan Campbell builds, and why the work you do in the dark eventually gets called into the light.
We also go deep on fatherhood, faith, choosing to retire on his terms, and what he tells young athletes about purpose, decisions, and money when the noise is loud and the...
Do It For Charlie | My Conversation with TPACTION Spokeswoman Driena Sixto | S2 EP 6
This one hit different.
I sat down with Driena Sixto, the new spokesperson for Turning Point Action, to talk about Charlie Kirk’s life, legacy, and the future of the movement. Driena has been with Turning Point since 2016, and she shares what it was like to hear the news of Charlie’s death, how the team is grieving, and why they’re more determined than ever to keep pushing forward.
We cover her journey from a student at FIU to working directly with Charlie, the culture he built inside TPUSA, and the impact he left on so many of us...
Turning Down A DISNEY Deal And Finding True PURPOSE | Kylie Jean Tannehill | TDES S2 EP 5
What happens when you turn down Disney, chase a music career at 15, and end up shaping documentaries and media that impact culture? Kylie Jean Tannehill shares her incredible story — from growing up in California to navigating Nashville, the music industry, media, faith, and now running retreats and her own show.
We talk about record deals, turning down a Disney contract, working with Daily Wire, and how faith has guided her through it all.
This is a raw, unfiltered conversation you don’t want to miss.
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