Driven To Win
Driven To Win is the podcast for entrepreneurs who refuse to choose between building a successful business and building a strong family.
Hosted by serial entrepreneur Chaz Wolfe, the show is built for business owners who want to scale their companies, lead stronger teams, and create a life that wins both at work and at home. Chaz built and scaled multiple businesses by his late twenties, becoming a millionaire by 29 and a multi-millionaire soon after through ventures in franchising, home services, real estate, and online education. His approach centers on leadership, systems, and structure that allow businesses to grow without the owner carrying all the weight.
On Driven To Win, Chaz sits down with elite entrepreneurs, business leaders, authors, and operators to break down the real strategies behind growth. These are not surface level conversations. Each episode focuses on the practical disciplines required to build companies that run through strong leadership, clear structure, and effective sales systems.
But business success is only half the conversation.
Driven To Win is built around the belief that true success means winning in all areas of life. That includes business, family, health, faith, and lifestyle. Through honest conversations and practical insights, the show challenges entrepreneurs to build businesses that support their family life instead of competing with it.
Listeners will learn how to:
• Scale a business through leadership and systems
• Develop stronger sales and operational discipline
• Build teams that reduce owner dependence
• Lead their family with the same intentionality they lead their company
• Create a legacy that lasts beyond the business
Whether you are building your first company or scaling an established business, Driven To Win delivers clear strategies and real conversations with leaders who are committed to growth in every area of life.
If you are serious about building a business that creates freedom instead of pressure, this podcast is for you.
Episodes
64 episodes
453 | Why Every Contractor Needs to Be on Video Right Now: The Practical Playbook with Cam Beaudoin
80% of video on social media is watched without sound.If you are not captioning your videos, you are invisible to 8 out of 10 people scrolling past your content right now. That is not a social media tip. That is a revenue problem....
454 | From the Bronx to 8 Figures: How a 2-Year Prison Sentence Became Sean Martin's Blueprint for Success
At 29, Sean Martin was making 6 figures in medical sales, had the gift of persuasion, and was doing 2 years in federal prison.Not because he couldn't succeed. Because he was afraid he actually could.Sean grew up in the Bronx, the ...
455 | She Lost Her Daughter and Started Over With $40: The Tax Expert's Guide to Financial Freedom with Janine Jennings
What does financial discipline look like when it grows from desperation instead of discipline?Janine Jennings didn't learn about net worth from a finance professor. She learned it in an ICU, watching her infant daughter fight for her lif...
456 | Fix the Broken Child in You So You Do Not Break the Child That Comes From You. Rick Jordan on Business and Family.
Rick Jordan's IPO deal fell apart eight times in the five days leading up to it going through. Every time there was an impasse in the contracts or the terms, his response was not to choose between two bad options. It was to find the third optio...
457 | After His Speech, This College Kid Asked Jim Rohn to Lunch. What Happened Next Changed Everything for Dan Rawitch
Dan Rawitch started his career at nineteen years old by getting rejected from twelve interviews before someone finally gave him a shot. He went on to build the fourth largest mortgage credit reporting firm in the nation, trade bonds on Wall Str...
458 | He Lost $50K a Month in 5 Days. Armando LeDuc on the Client Journey System That Fixed Everything.
Armando LeDuc lost close to $50,000 a month in retaining business in under five days. Clients were dropping. Bad reviews were coming in. Invoices were not getting paid. He was so confident in what he was doing that he had stopped actually payin...
459 | He Got Fired, Moved In With His Sister, and Started a Bonding Agency from $0. Neb Aynu's First Year.
Neb Aynu was the top producer at his corporate bonding firm when he was let go. He had planned to start Kingdom Bonding in five years, at 35. Instead, he started it the same month. He moved in with his sister. He put his apartment on Airbnb. He...
460 | If You Build It, They Will Not Come. Rylee Meek on the Sales System Every Contractor Needs Right Now.
Rylee Meek gave his life to entrepreneurship at fifteen. He started in network marketing, moved to personal training, discovered dinner seminar marketing at 26, made his first million dollar year selling insulation without knowing what the R va...
461 | It Is Not Your Customer's Job to Remember You. Clifton Muckenfuss on Why Most Contractor Businesses Lose Clients They Already Won.
Clifton Muckenfuss co-founded a residential construction company in 2010 knowing nothing about construction. By the time he exited in 2021, 60 to 62 percent of his business was repeat and referral. He spent less than 1 percent of top-line reven...
462 | No Tenants. No Rehabs. No Rodents. Mark Podolsky on the Passive Income Model Nobody Talks About.
Mark Podolsky spent years in investment banking with a 45-minute commute each way, buying things he did not care about to impress people who were not thinking about him. Then he started going to tax deed auctions on the side and buying raw unde...
463 | The Five Financial Steps That Took Coach JV from Broke to a Rockefeller Trust for His Family
In December 2006, John Vasquez attempted suicide. That is how he describes it. The person he was that day, a man drowning in opiate addiction and low self-worth, died. He considers it the beginning, not the end.Fourteen years later, the ...
464 | Why Selling Your Business to a Holding Company Could Triple Your Exit. Josh Wilson Explains the Math.
Josh Wilson started at seven years old on a cruise ship, charging his vacation friends a markup to use his grandfather's cruise card. He built a wedding DJ business at 16 and sold it at 19 for $25,000. His only W2 job was two months as a buggy ...
465 | Remote Work Is Not the Problem. Your Culture Is. Chris Dyer on What No One Will Tell You.
Chris Dyer ran PeopleG2, a human capital company with 4,500 employees and thousands of clients. He managed that team through the 2008 financial crisis without a single layoff. He built a culture that earned best-places-to-work awards for 15 con...
466 | What the Big Banks Know About Crypto That They Do Not Want You to Know. Tonya Evans Explains.
Professor Tonya M. Evans graduated from Howard University School of Law, clerked in the Third Circuit, practiced at major law firms in Philadelphia, and is now a full tenured professor at Penn State with a joint appointment in data sciences. Sh...
467 | He Sold Vacuums Door to Door and Built the Largest Food Truck Company in the World. The Tony Lamb Story.
Tony Lamb grew up watching his father sell vacuum cleaners door to door and thought that was the pinnacle. He got a college degree, walked into a pharmaceutical sales interview, heard the number $36,000 a year, and drove straight back to the va...
468 | 223 Employees. Zero B Players. How ACE Consulting CEO Scott Arias Builds an All A-Player Team.
Scott Arias built ACE Consulting into an eight-figure commercial construction consulting company with 223 employees, over 3,000 client companies, and what he claims is a 100 percent A-player team. He overcame a devastating motorcycle accident a...
469 | He Raised $2.15M in 9 Days Without Asking Anyone for Money. Jay Conner on Private Lending.
In January 2009, Jay Conner had two houses under contract and a banker who had just told him his line of credit was closed. No warning. No grace period. The global financial crisis had arrived and Jay was not prepared.He asked himself on...
471 | 50% of Your Team Is Actively Looking for a New Job Right Now. Joey Coleman on How to Stop the Bleeding
Somewhere between 50 and 60 percent of Americans are actively considering a new job this year. There are 2.3 open jobs in the United States for every available worker to fill them. And more than 50 percent of new hires never show up for their f...
470 | You Are Treating New Customers Better Than Your Best Customers. Joey Coleman on Fixing That.
You close the deal. Your team is high-fiving. You are ready to deliver. Meanwhile, your new customer is sitting at home in an emotional hole, doubting the decision they just made, wondering if they chose the right company, and the only sound fi...
472 | How to Win in Business While Taking 130 Days Off Every Year. Rob Dube on The 10 Disciplines.
Rob Dube built ImageOne into a multi-million dollar company. He then co-founded The 10 Disciplines with EOS creator Gino Wickman and co-authored their book Shine. His premise is direct: you are probably winning in business while leaving a trail...
473 | The Visionary/Integrator Trap That Keeps Contractor Businesses Stuck: Mike Paton on EOS Done Right
Gathering The Kings ran EOS for six months and saw almost no growth. Then in October, Chaz, Jake, and the team got crystal clear on who owned what in the accountability chart. By January, the business had doubled. They had not changed their pro...
474 | He Was Hours From Death, Lost Everything, and Rebuilt. Peter Goldstein on the Real Cost of Winning.
During the Great Recession, Peter Goldstein lost his business, his real estate portfolio, and his marriage within three years. He also had a 90 percent blockage in his lower left ventricle and was hours away from dying. He was in his late forti...
475 | He Turned Down $600M. Then the FBI Raided His Office. Jeremy Delk on What Happened Next.
Jeremy Delk grew up in a small town in Bardstown, Kentucky, lost his father at seven years old, left a Wall Street job paying twice what both his parents earned combined, and built multiple multimillion-dollar companies across industries with n...
476 | Their Parents Took Out a $200K Second Mortgage to Fund Their Dream. Here Is What Happened Next with Jesse & Joel Worcester
Jesse and Joel Worcester grew up in a pastor's household in Oregon. Lower middle class, not much money, dad who talked openly about financial stress. Joel wanted to play in the NBA and take care of his mom. Jesse just wanted to compete. What th...
477 | Treat Your Sales Team Like a Pro Sports Roster. Ryan Groth on Recruiting, Leading, and Winning.
Make More Money. Work Less. Win At Home.Ryan Groth is a former professional baseball player who walked away from the game and discovered that everything he knew about team performance, recruiting, coaching, and culture applied directly t...