Most people wait until it’s too late to capture a loved one’s story. They assume there’ll be more time, more chances, more tomorrows. For Chance McClain, that realization came just days after filming his stepfather’s life story—he passed away five days later.

What started as a favor for a friend turned into a calling. A single interview turned into a thriving business, Heritage Films, with over 800 documentaries created across 40 states. From World War II veterans to multi-generational ranchers, Chance is preserving legacies one story at a time—and redefining what it means to pass down more than just possessions.

In this episode, Chance shares how losing his father gave birth to a company, the power of storytelling in families, and how even a CPA’s story can move generations to tears.

Key Takeaways:

• The Accidental Business: How a one-time favor became a legacy company serving families across the U.S.

• Stories That Sell (Without Selling): Why personal narratives are more powerful than any pitch—and how Chance "sells" wisdom, values, and connection to future generations.

• Systematizing Legacy: The behind-the-scenes process that allows Chance to scale highly emotional, 3-hour films while keeping each one deeply personal.

• AI + Storytelling: How Chance uses ChatGPT and Notebook LM to prep interviews, build SOPs, and keep creative energy flowing.

• Launching Farm and Ranch Films: A new brand for multigenerational agricultural families—where the land itself becomes a character.

• Why Freedom = Play: Chance’s long-term vision of choosing only the stories he wants to tell while his systems handle the rest.

About the Guest:

Chance McClain is a creative powerhouse, blending a rich background in filmmaking, radio, and theater with a passion for storytelling. As the founder of Heritage Films, Chance has created more than 800 feature- length documentaries, celebrating family stories and life legacies. His work has connected generations, preserving the essence of individuals and families through visually stunning films.

A proud Army veteran and a pioneer in narrative innovation, Chance’s career spans sports radio, Broadway musicals, and entrepreneurial filmmaking. From directing a Streamy-nominated film to writing and producing an off-Broadway musical while running a sports station, his versatility and dedication shine through.

Today, Chance leads his team at Heritage Films with a heartfelt commitment to authenticity, merging technical expertise with an artistic touch. Whether inspiring others to embrace their past or discussing the art of storytelling, he captivates audiences and helps them see the value in preserving their own legacies

Links:

https://yourheritagefilm.com/

https://www.linkedin.com/in/chancemcclain/

https://www.youtube.com/@YourHeritageFilm

Fast Five Questions:

1. If you woke up and your business was gone, you have $500, a laptop, a place to live, and food, what would you do first? "I’d shoot a heritage film on my iPhone. Then I'd use that money to upgrade equipment, do another, and grow from there. I’d be back in under a year."

2. What is the biggest mistake that you have made in business? "I had early success, built an Excel sheet with fantasy projections—$1M/month by Year 3. The real success felt like failure because of that unrealistic spreadsheet."

3. What is a book that you would...

Are you a hobbyist dreaming of turning your passion into real profit?

Too many creatives stay stuck, unsure how to scale their side hustle without burning out or going broke.

Stoane, founder of Wood and Stone, went from cleaning job sites to building a 7-figure woodworking business—all while staying true to his craft. In this episode, Jeff and Stoane dive deep into how you can start small, scale smart, and turn your passion into a profitable Freedom Day engine.

In this episode, he shares how he went from scraping together $5,000 and 20 hours a week... to leading a thriving business with million-dollar contracts, eight employees, and full benefits. If you've ever dreamed of turning your passion into a profitable business, Stoane's story will challenge, equip, and inspire you.

Key Takeaways:

• Start Before You're Ready: Why starting messy beats waiting for perfect

• Accounts, Not Jobs: How long-term relationships—not one-off gigs—built his 7-figure business

• Burnout Warning Signs: Stoane’s personal experience with overwork and the hidden cost of ignoring health

• Follow the Market: The difference between building what you want vs. what people are willing to pay for

• Scale Smart: Why hiring too fast can hurt you—and how to avoid expensive missteps

• Networking That Works: From lunch-and-learns to Woodcraft, Stoane shares where to find real leads (not just likes)

About the Guest:

Throughout his 20+ year career in construction, Stoane has had the opportunity to work on some magnificent projects. The majority of these projects focused on cabinetry, custom furniture and architectural features. From exotic wood desks for C-level Executives to Trade show booths featured at the Paris Air Show to many Homes, Offices, Hotels and Restaurants throughout the USA.

General Contracting: He has worked his way up from the production line in a cabinet shop, into custom furniture and fixtures, estimating, project management, shop management and now ownership. Through the years there have been a lot of wins and a lot of lessons!

Helping the Next Generation: Stoane has made it his Mission to help others skip avoidable hurdles. He consults with contractors on their business and teaches classes, across multiple states, around woodworking, carpentry and making money in the trades.narratives and real-world examples, readers are encouraged to embrace innovation and creative problem-solving as essential tools for overcoming obstacles.

Links:

https://woodandstoane.com/

https://www.facebook.com/woodandstoane/

Fast Five Questions:

1. If you woke up and your business was gone, you have $500, a laptop, a place to live, and food, what would you do first? "Get a job building for someone else. Then a second gig at Woodcraft or Rockler. Monetize every minute until I can get a bankroll to go back out."

2. What is the biggest mistake that you have made in business? "Hiring for resume over character. And real burnout—I hit a wall that affected my health."

3. What is a book that you would recommend? "Extreme Ownership by Jocko Willink and Never Split the Difference by Chris Voss."

4. What is a tool that you use every day that you would recommend? "A bookkeeper—get one sooner than you think. And a Festool track saw. Game changer."

5. What is your definition of freedom? "Making decisions that are best for my family and having the resources to make them happen. I found I love what I do—and

Most entrepreneurs wait until something goes wrong before thinking about systems, customer retention, or business automation. And when those problems hit, they cost time, money, and momentum. William Holston learned this the hard way—from carnival-style side hustles that flopped to nearly losing a deal because of a wrong phone number. But instead of giving up, he turned each mistake into a lesson, eventually creating tools like the “Uh-Oh Checklist” to help entrepreneurs catch the gaps before they cost them.

In this episode, William walks us through the common business traps he sees over and over—from skipping follow-up to missing automations—and how he helps entrepreneurs fix them fast. He shares the “Uh-Oh Factor” framework, explains how to evaluate where your business is leaking money, and offers tactical advice for protecting your time, profits, and peace of mind.

Key Takeaways:

• Turning Mistakes into Momentum: William shares how early product failures with PitchBurst taught him to embrace mistakes as catalysts for redesign and reinvention.

• The “Uh-Oh” Method: His book introduces a proactive system to help entrepreneurs identify potential disasters before they happen, using tools like the “pre-mortem.”

• Mental Health & Entrepreneurship: After undergoing open-heart surgery, William emphasizes the critical importance of slowing down, setting boundaries, and protecting mental well-being.

• The Power of Oology: William explains how “Oology”—his humorous take on self-awareness—helps business owners get honest about their blind spots and biases.

• Don’t Go It Alone: He stresses the value of community, collaboration, and asking for help—especially when a simple conversation could prevent an expensive mistake.

About the Guest:

In the world of entrepreneurship, unexpected blunders can strike at any moment, leaving even the most seasoned business leaders uttering "Uh-Oh!" In his insightful new book, William Holsten draws from his own rollercoaster journey with WhirlWhims LLC to offer a candid look at the pitfalls and triumphs of launching and sustaining a business.

Holsten expertly navigates the landscape of common missteps we all encounter in personal and professional settings with a blend of humor and hard-earned wisdom. Through engaging anecdotes and relatable examples, he illustrates a variety of blunders that can lead to unintended consequences. But Holsten doesn’t stop at just identifying the pitfalls; he empowers readers with ten practical tools designed to help avoid these missteps.

"UH-OH!" is more than just a recounting of mistakes and missteps; it's a practical toolkit for resilience and strategic planning. Holsten emphasizes the importance of learning from mistakes-both his own and those of others-and provides actionable strategies to anticipate and mitigate risks. Through engaging narratives and real-world examples, readers are encouraged to embrace innovation and creative problem-solving as essential tools for overcoming obstacles.

Whether you're an entrepreneur seeking to sidestep common pitfalls or a business professional aiming to sharpen your strategic acumen, "UH-OH!" offers valuable insights into the relentless pursuit of success amidst the unpredictable nature of business.

Links:

https://williamholsten.com/

https://www.linkedin.com/in/william-holsten/

Fast Five Questions:

1. If you woke up and your business was gone, you have $500, a laptop, a place to live, and food, what would you do first? “I'd take my wife on a trip. At this stage of life, joy...

Most professionals earn well from their 9-to-5 jobs but feel stuck—unable to build real wealth or achieve financial freedom. Many also fear the stock market, believing it's too risky or unpredictable. Fadi Habib was one of them. Despite high-paying roles in engineering and tech, he couldn’t afford the life he wanted. He turned to real estate—but thought the stock market was just a casino. That is, until he discovered the power of options investing. Today, Fadi runs the Legacy Wealth Builder Academy, teaching busy professionals how to generate income and build wealth—without staring at stock charts all day.

In this episode, Fadi breaks down his responsible investing framework using stocks and options, his risk-first approach to building wealth, and the exact system he uses to help students become confident, independent investors. If you're tired of working hard without seeing real progress toward freedom, this conversation will change how you think about investing.

Key Takeaways:

• From Engineer to Educator: Fadi shares how he transitioned from a high-paying but unfulfilling tech career to building freedom through real estate and options investing.

• Options Without the Casino Vibe: Learn how Fadi uses a conservative, income-focused approach to options that emphasizes risk mitigation over gambling.

• Why 90% of People Lose Money in Stocks: Fadi breaks down how most people skip due diligence and treat stocks like lottery tickets—and what to do instead.

• The Power of Paper Trading: Discover how his students test strategies in a risk-free environment before going live with real money.

• Legacy Wealth Builder Academy: Fadi’s 12-week mentorship helps busy professionals build financial confidence and skills—no day trading required.About the Guest:

About the Guest:

Fadi built a successful career as an engineer and project manager, holding six-figure roles in tech and manufacturing — but still felt stuck, overworked, and unfulfilled.

After being laid off multiple times and surviving a heart attack at 37, he knew he needed a new path. That turning point led him to create the GROWTH System — a simple, powerful options strategy designed to help everyday people build income and long-term freedom.

Today, Fadi is financially free and spends his time coaching others to achieve the same. When he’s not teaching, he’s scuba diving, traveling, or enjoying life on his own terms.

Links:

https://legacywealthbuilderacademy.com/

https://www.linkedin.com/in/fadihabib/

https://www.youtube.com/@LegacyWealthBuilderAcademy

Fast Five Questions

1. If you woke up and your business was gone, you have $500, a laptop, a place to live, and food, what would you do first? “Assess opportunities, eliminate self-pity, and use the funds to re-skill or restart a business from scratch—no victim mindset allowed.”

2. What is the biggest mistake that you have made in business? “Investing in cheap real estate in bad neighborhoods—only to realize poor tenant quality and low collectability undermined the cash flow.”

3. What is a book that you would recommend? “Cashflow Quadrant by Robert Kiyosaki and Get Rich With Options by Lee Lowell”

4. What is a tool that you use every day that you would recommend? “ChatGPT, Go High Level CRM, GuruFocus, Equity Clock amdYahoo Finance”

5. What is your definition of

Many families are stretched thin—juggling work, raising kids, and dreaming of starting a business—but feel stuck in the traditional 9-to-5 grind. When Jonathan Harris saw layoffs looming, he and his wife Renee had a choice: uproot their family for corporate survival or risk it all to build a business together. With six kids at the time (and now nine!), they bet on a lotion bar Renee developed at home—and turned a farmer's market side hustle into a full-time family-run e-commerce brand. But they didn’t stop there. They also launched a second venture—Parent Their Passion—a coaching platform that helps parents identify and nurture their children’s unique talents.

In this episode, Jonathan and Renee share how they involved their kids in every step of the journey—from product development to email marketing to graphic design. They break down how families can start businesses, raise entrepreneurial kids, and build financial and emotional freedom—without sacrificing their values.

Key Takeaways:

• Laid Off But Not Defeated: Jonathan cashed out his 401(k) to go all-in on Renee’s homegrown lotion bar idea—turning it into a thriving business.

• Family-First Entrepreneurship: With nine kids, they built a business that worked with their family life—not against it—and trained their children in real-world skills.

• Parent Their Passion: Their second venture helps parents identify their kids’ talents and turn them into income-producing skills before adulthood.

• Learning Through Doing: From photography to bladesmithing, their children turned hobbies into jobs by integrating them into the business.

• Practical Financial Literacy: Through natural conversations around budgeting, inventory, and goals, the kids learned the realities of money and entrepreneurship.

About the Guest:

Jonathan and Renee are a husband and wife team with 24 years of experience educating their children at home while running an online handcrafted skin care business.

When their eldest child turned 12 year old, it became very clear to them that they did not want their children to just fill up buckets of knowledge for each school grade. Instead, they began with their first born son to test out identifying and developing his talents and interests to create smoething remarkable... and marketable.

It worked and they continued to repeat the process with their other 8 children. They'll share how they did it and how you can, too.

Links:

https://parenttheirpassion.com/

https://www.facebook.com/HardLotion/

https://www.youtube.com/user/MadeOnNaturalLotion

Fast Five Questions:

1. If you woke up and your business was gone, you have $500, a laptop, a place to live, and food, what would you do first? “Renee would launch email marketing for their adult kids’ businesses, helping them build customer lists and drive sales.”

2. What is the biggest mistake that you have made in business? “Relying too long on coaches who didn’t understand their family-centered lifestyle—realizing later that advice should be aligned with personal values.”

3. What is a book that you would recommend? “Family Fortunes by Bill Bonner – A deep dive into why most family wealth disappears and how to build legacy that lasts generations.”

4. What is a tool that you use every day that you would recommend? “Canva and ChatGPT”

5. What is your definition of freedom?...

Most people feel trapped by the traditional path—go to college, get a job, grind until retirement—only to find themselves overworked, underpaid, and financially insecure. Kris Krohn lived that life. A broke college student working 18-hour days, he hit rock bottom when he came home to find his wife crying because they couldn’t afford food. That moment pushed him to reject the system and take control of his financial destiny through real estate investing.

In this powerful episode, Kris reveals how he went from $3,000 in savings to $1.6 million in real estate by the time he graduated. Now with over $2 billion in real estate transactions, Kris shares how anyone—even with no experience—can build passive wealth through smart investing. Learn how to break free from the 9-to-5, avoid retirement traps, and build a life of purpose, profit, and freedom.

Key Takeaways:

• From Slavery Day to Freedom Day: Kris shares how hitting rock bottom with his wife inspired his real estate journey—and led to financial independence by age 26.

• The 20-Home Strategy: Discover how Kris’s plan to earn $10K/month through real estate led to complete financial freedom—and how he helps others do the same.

• The ROI Mindset Shift: Forget interest rates—Kris explains why most people are financially illiterate and why ROI matters more than the media narrative.

• Real Estate Partnerships Made Simple: Kris outlines how his turnkey model allows people to invest using 401Ks, home equity, or IRAs—while he does all the work.

• Freedom ≠ Retirement: Learn why true wealth is not just financial, but emotional, spiritual, and aligned with your values—and how Kris is starting a “minimalist millionaire” movement.

About the Guest:

Kris Krohn’s journey from humble beginnings to becoming a leading figure in real estate investing is both inspiring and instructive. Growing up with limited resources, Kris discovered early on that financial independence wasn’t just a dream—it was a goal to be achieved through smart, persistent action. Over the years, he transformed his life by mastering real estate investment strategies, turning setbacks into valuable lessons, and ultimately building a multi-million-dollar portfolio that has allowed him to live on his own terms. Kris’s story is a powerful blend of grit, innovative thinking, and a passion for empowering others. He’s not only achieved personal financial freedom but has dedicated himself to helping others do the same through his engaging podcasts, seminars, and investment platforms.

His ability to simplify complex investment concepts and translate them into actionable advice makes him an ideal guest for any podcast focused on entrepreneurship, personal development, or wealth building.

Links:

https://www.kriskrohn.com/

https://www.linkedin.com/in/kris-krohn-569479174/

https://www.youtube.com/@KrisKrohn

https://www.instagram.com/kriskrohn

Fast Five Questions:

1. If you woke up and your business was gone, you have $500, a laptop, a place to live, and food, what would you do first? “Use his knowledge and network to structure deals where others bring the capital—because reputation, not money, is the most valuable asset.”

2. What is the biggest mistake that you have made in business? “Acquiring a business for the wrong reason—he got the one asset he wanted but lost $3.2 million in the process.”

3. What is a book that you would recommend? “Time Machine by Kris Krohn and Rich...

Most families approach college planning emotionally instead of strategically—leading to wasted time, unnecessary debt, and missed opportunities for aid. Annmarie Hatfield has spent over a decade guiding families through the complex and overwhelming college admissions process. From misunderstood financial aid forms to choosing the wrong schools based on sports teams or family tradition, she’s seen how misinformation costs students thousands—and parents their peace of mind.

In this episode, Annmarie shares how her company, College Inroads, helps students and families navigate college like a business decision—without sacrificing the dream. Whether your child is a freshman or a senior, you’ll learn how to reduce stress, increase options, and even negotiate tuition. This is the episode every parent needs to hear before writing that first college check.

Key Takeaways:

• College Planning is a Business Strategy: Annmarie teaches families to treat college like a business investment, not just an emotional decision.

• Start Early, Save Money: The ideal time to start college prep is 10th grade—but College Inroads now offers programs as early as 8th grade due to demand.

• Don’t Fall for FAFSA Myths: Even wealthy families should file the FAFSA. It opens doors to merit aid, government loans, and eligibility for tuition appeals.

• Tailored College Searches: There are 2,700+ four-year schools in the U.S.—most families only know 20. College Inroads finds the right schools for your child.

• Appeals Can Work: Annmarie and her team help families negotiate for more aid—even after acceptance. College pricing can be flexible if you know how to ask.

About the Guest:

Annmarie Hatfield is a seasoned business owner, speaker, and one of two Partners at College Inroads, an Independent Education Consultant firm based in Texas. With a strong background in sales and marketing, Annmarie has helped guide more than 1,300 students and families over the past 13 years through the complex and often overwhelming college admissions process.

At College Inroads, Annmarie focuses on making the journey to college less stressful and more affordable—from choosing a major and building a college list to applying strategically and reducing college costs. Their team has successfully supported students of all academic levels, helping them gain acceptance to Ivy League institutions, private universities, and public colleges across all 50 states.

Annmarie is also a Texas Ex, award-winning professional, board member, author, wife, stepmom, and proud cat momma. She actively networks in the business community and educates parents and students through webinars, school presentations, and partnerships with financial planners and family-focused organizations like the Young Men’s Service League, National Charity League, and high school PTOs.

Her mission is simple: save families time, stress, and money on the road to college—while making sure every student finds the right fit.

Links:

https://collegeinroads.com/

https://www.linkedin.com/in/annmariehatfield/

Fast Five Questions:

1. If you woke up and your business was gone, you have $500, a laptop, a place to live, and food, what would you do first? “Buy a website, tap her network, and use social media to announce the launch—visibility before perfection.”

2. What is the biggest mistake that you have made in business? “Not spending enough money early on the right marketing. It took 14 years to hit $1M in revenue, but it could have happened faster with better...

Small businesses are losing time, customers, and profit by relying on outdated systems—especially when 60% of calls go unanswered. Ken Cox has seen this over and over. After decades in tech and entrepreneurship, he’s now helping small businesses automate their customer communication with “AI employees” that work 24/7, speak every language, and never forget your policies. The kicker? Most businesses don’t even realize how accessible this tech is—or how much it can increase their valuation and efficiency overnight.

In this episode, Ken breaks down how AI voice agents are revolutionizing service-based businesses, how to train your first AI receptionist, and what the future looks like when humans become orchestrators—not operators. Whether you’re a brick-and-mortar owner or just exploring your next business idea, this is your roadmap to the next wave of work.

Key Takeaways:

• AI Employees for Small Business: Ken explains how voice AI can answer your phone, reply to reviews, and even schedule appointments—without hiring extra staff.

• Why You’re Losing 60% of Business Calls: Learn why most businesses miss opportunities daily and how automation can fix it instantly.

• Training AI Is Easier Than You Think: If your website has the right info, your AI agent can be trained in minutes to handle customer interactions.

• Automated = More Valuable: Businesses with AI systems are not only more efficient—they’re worth double at exit.

• The $100M Mistake: Ken shares a personal story about an overlooked contract clause that cost him a fortune—and what every entrepreneur should learn from it.

About the Guest:

Ken Cox is a dynamic and accomplished President of Hostirian and the host of the Clicks and Bricks podcast. As an entrepreneur, Ken has built a successful career creating safe and happy workplaces, providing critical IT services to companies of all sizes, from small businesses to the Global 500. His commitment to trading value for value and developing products that benefit everyone involved has earned him recognition as a leading figure in the business world.

Ken is also the author of Reclaim Sobriety: The 12 Rounds of Sobriety, a transformative guide for achieving lasting sobriety. Additionally, he co-authored a chapter in Kevin Harrington’s book, Many Paths to Profit. His expertise in navigating digital privacy, modern HR strategies, product marketing, and entrepreneurship, combined with his personal journey through adversity, makes him a perfect fit for podcasts with an audience of CEOs, CTOs, founders, IT directors, and CFOs.

Links:

https://www.jamesrobbins.com/

https://www.linkedin.com/in/jamesrobbins97/

Fast Five Questions

1. If you woke up and your business was gone, you have $500, a laptop, a place to live, and food, what would you do first? “Start 3–5 service-based businesses using Inlink’s AI tools—test what works and double down.”

2. What is the biggest mistake that you have made in business? “Accepting a $1M buyout clause in a contract that ultimately cost $100M+ in missed revenue."

3. What is a book that you would recommend? “The Phoenix Project — a must-read for understanding systems, operations, and how to document magic into SOPs.”

4. What is a tool that you use every day that you would recommend? “ChatGPT Pro — his go-to for creative writing, SOP development, and running every corner of the business.”

5. What is your definition of freedom? “The ability to act...