Will Humphreys' career almost ended before it began.

Weeks after 9/11, a misunderstanding involving creatine at his university led to an FBI investigation, suspension from school, and a year-long fight to save the career he'd spent seven years pursuing.

Years later, Will faced another breaking point—this time as an entrepreneur. His physical therapy practice had only $5,000 left with $10,000 in bills coming due, and the business he'd created for freedom had become something he felt trapped by.

That moment became a turning point.

In this conversation with James McCabe, Will shares how he went on to scale his practice, build multiple multimillion-dollar businesses, find the opportunity that became Virtual Rockstar, and create a life centered around income, impact, freedom, family, and purpose.

James and Will break down business focus, leadership, mentorship, networking, scaling, burnout, finding your “one thing,” and why the most successful entrepreneurs learn to say no to almost everything except what matters most.

If you're building a business—or trying to make sure your business doesn't end up owning you—this conversation is for you.

Shane Rowley has one of the wildest entrepreneur stories we have heard.

Before co-founding Nimbl, Shane spent years finding patterns, spotting overlooked opportunities, and scaling them in ways most people would never imagine. He and his wife had over 3,300 credit cards, he bought $10 million of gold on credit cards, earned massive amounts of points, got an Amex black card, nearly redeemed points for a Virgin Galactic flight, and ended up spending time on Richard Branson’s private island.

But this conversation is about much more than credit card points.

James McCabe sits down with Shane to talk about creativity, risk, leverage, family, fulfillment, and the shift from chasing short-lived opportunities to building something with lasting value. Today, Shane is the co-founder and president of Nimbl, an outsourced accounting department for small businesses that provides accounting, tax, FP&A, forecasting, CFO support, cybersecurity, device management, and global staffing services.

This episode is about how to see opportunity, how to scale responsibly, and how to find the work that makes you feel alive.

In this episode:

• What Nimbl does for small businesses

• Why many founders need financial help earlier than they think

• How Shane and Dave Olson became business partners

• Growing up in an entrepreneurial family

• The story behind Shane’s 3,300 credit cards

• How he earned and used massive amounts of credit card points

• The Amex black card story

• Buying $10M of gold on credit cards

• Almost redeeming points for a Virgin Galactic flight

• Ending up on Richard Branson’s Necker Island

• Why Shane eventually walked away from the side-hustle world

• The power of focusing on one real business

• How to find what makes you feel alive

Connect with Shane:

LinkedIn:https://www.linkedin.com/in/rowley-shane/

Nimble: trustnimbl.com

Mikey Taylor sits down for a wide-ranging conversation that traces an unlikely path: hard-charging pro skateboarder who turned his parents’ neighborhood into a legendary skate house, built signature product deals and royalties, launched (and exited) a craft brewery after Rob Dyrdek crumpled up the business plan, founded real-estate firm Commune Capital, and became mayor of his hometown—all while reordering his priorities around faith, marriage, and kids.

They dig into the real economics of extreme sports, how young athletes (and their parents) should think about sponsorships, social media, and long-term money, why most pro athletes still go broke, the difference between building to exit versus building a machine, contrarian California real-estate investing, and the practical systems Mikey uses to protect family time while running multiple businesses and serving in local politics. Honest, tactical, and grounded.

Chapters

00:00 – Sean Malto’s text & the legendary 2007 skate house

04:30 – Skater → founder → investor → mayor

09:20 – How extreme athletes actually make money

13:00 – Parent playbook + the hard “no” on kids and social media

18:00 – First pro checks, royalties & the early money discipline

25:20 – Rob Dyrdek’s 10-year rule on business

31:00 – Building to exit the right way (vs. cash-flow machines)

39:00 – Why become mayor when there’s zero upside?

43:30 – Contrarian California investing + favorite markets

51:00 – Athlete money playbook: control lifestyle or lose it all

56:30 – The hard reset: God → wife → kids → business

1:03:40 – Definition of success + final 10X challenge

Scaling with Giveaway Marketing | Van Oakes of Goat Media

Van Oakes is the founder of Goat Media and one of the top voices in giveaway marketing and paid ad strategy. He’s helped brands like Diesel Brothers scale to 9 figures using giveaway-based customer acquisition, direct response funnels, and Shopify-first thinking.

In this episode, Van opens up about:

• The business model that made Diesel Brothers a $100M brand

• Why giveaways still outperform traditional ads in 2025

• How Goat Media scales brands using performance-first paid ads

• The numbers behind real ecom growth: CAC, LTV, and AOV benchmarks

• Transitioning from door-to-door sales to owning a top-tier agency

• What most ecom brands get wrong when trying to scale

• Balancing family, business, and personal trials without losing it all
  

Timestamps:

0:00 – Intro

1:20 – Van’s first big win in D2D

10:45 – Building Diesel Brothers with giveaways

18:50 – The Goat Media model explained

30:00 – How to price and position a giveaway

40:15 – Mistakes to avoid in paid ads

50:05 – Life after $100M: family, trauma, and truth

1:10:00 – Final thoughts on scaling sustainably

If you’re in e-commerce, digital marketing, brand building, or growth strategy, this episode is a masterclass in what works now. No fluff—just real frameworks, tested campaigns, and the story of a founder who’s led from the front, failed big, and still came back stronger.

💬 Connect with Van on IG: @itsyourboyvan

💼 Learn more: https://goat4media.com/

Binky Bro Founder Matt Fisler on Building a Kidswear Brand, Starting a Business, and Leaving Tech for E-Commerce

Matt Fisler, founder of the kidswear clothing brand Binky Bro, breaks down how he turned a side hustle into a multimillion-dollar children’s apparel company. In this podcast episode, Matt shares how he left his job at Qualtrics to start a profitable e-commerce business, what it’s like building a company with your spouse, and how Binky Bro became a leading surf-style kidswear brand. This is a must-listen for entrepreneurs, brand builders, e-commerce founders, and anyone in the kids fashion or DTC space.

Topics covered:

• How to start a kidswear brand

• Family-run business tips

• E-commerce business growth

• Startup branding strategies

• From Qualtrics to full-time founder

• Shopify, scaling, and organic marketing

• Building a lifestyle brand for parents

• Kids fashion trends and retail strategy
  

Perfect for: Listeners interested in entrepreneurship, kidswear fashion, DTC brands, Shopify startups, family business, and startup case studies.

Timestamps:

01:19 A Blast from the Past: Memories of Scotland

06:19 From Mission to Career: The Journey Begins

08:10 The Qualtrics Experience: Lessons and Growth

14:37 The Entrepreneurial Spirit: From Ideas to Action

29:38 The Birth of Binky Bro: From Concept to Reality

38:06 The Grind Behind the Success

40:46 Starting a Business with Your Spouse

42:34 Balancing Personal and Professional Life

49:06 Philosophy on Business Growth

01:00:00 Decade of Influence: Prioritizing Family

01:07:51 Exciting New Ventures and Collaborations

01:11:23 Giving Back: Legends are Born Every Day Foundation

Keywords: Binky Bro, Matt Fisler, kidswear brand founder, start a kids clothing line, Shopify brand, e-commerce success story, leave tech for business, surf kids clothes, family startup podcast

Bubba Page is an entrepreneur, investor, and father of eight—best known for building and selling LaunchLeads, then launching Influence VC to help fund early-stage startups. In this episode, he breaks down the principles that guided his journey to financial independence—without ever relying on debt.

We cover:

• How Bubba built a profitable B2B company and exited in 2020

• The mindset shift from operator to angel investor

• How Influence VC works as a syndicate model

• Why he paid off all his real estate assets—including a $3M cabin

• The dangers of over-leverage for founders

• What spiritual discipline and parenting strategy look like at scale

• Why lifestyle businesses often outperform the hype of venture-backed startups
  

This episode is packed with practical advice for entrepreneurs, business owners, and creators looking to build sustainable wealth and live intentionally.

Search terms: Bubba Page podcast, entrepreneur investor dad, Influence VC, startup founder, business exits, building wealth without debt, how to invest early-stage, fatherhood and money, LaunchLeads founder, no debt philosophy, millionaire mindset, family-first entrepreneurship

Chapters:

00:00 Defining Bubba Paige

01:35 Pro Tips for Aspiring Entrepreneurs

03:13 College Entrepreneurship and Early Ventures

05:33 The Impact of Failure and Rebirth

07:22 Investing Strategies and Principles

16:56 Diversification and Risk Management

30:05 Debt, Peace of Mind, and Financial Freedom

40:04 The Importance of Financial Security

41:20 Finding Financial Stability

49:07 The Father Operating System

54:47 Daily Habits for Success

56:00 The Value of Spiritual Connection

01:00:31 Creating a Balanced Life

01:06:23 Final Thoughts and Future Plans

• Casey Baugh—entrepreneur, private equity investor, and co-founder of Sandlot Partners—joins James McCabe to share how he scaled from door-to-door sales to leading a multimillion-dollar investment firm. In this episode, Casey breaks down proven strategies for leadership, business planning, and emotional resilience.

• Discover Casey’s personal routines, sales psychology, and the planning framework that drives results. Whether you’re a startup founder, sales leader, or aspiring investor, this episode offers practical tools for long-term business and personal success.

  
  

  Timestamps:

  00:00 Overcoming Rejection and Building Confidence

  07:03 The Psychology of Sales

  11:06 Balancing Work and Personal Life

  15:24 Principles of Leadership and Influence

  20:04 The Holistic Approach to Adding Value

  36:55 Embracing Change and Being Present

  38:13 The Happiness Exercise & Being Deliberate in Life

  42:48 Life's Struggles and Perspectives

  45:16 Making Progress Every Day

  48:42 Investing in Yourself

  53:07 The Power of Weekly Planning

  01:02:58 Roles and Goals

  01:10:00 The Importance of Taking Risks

  
  

  Important Links:

  • Casey's LinkedIn
  • Casey's Podcast
  • Sandlot Partners
    

• Keywords: Casey Baugh, Sandlot Partners, private equity, investor mindset, door-to-door sales, entrepreneurship, leadership development, business strategy, emotional intelligence, productivity, financial growth, weekly planning, how to raise capital, investor advice, sales success

The Dixxon Flannel: $180 to $100 Million-a-Year Brand

Danny Dreyer went from selling flannels out of his garage with just $180 to running The Dixxon Flannel Company, a $100 million-a-year brand with a loyal global following.

In this episode of A Million Ways to Make a Million Bucks, host James McCabe talks with Danny about:

• ​Spotting an opportunity in the market
• ​Marketing on a shoestring budget
• ​Surviving product disasters and coming back stronger
• ​Building a community-driven brand

A must-listen for anyone chasing their own business dream.

CHAPTERS:

00:00 Starting a Clothing Brand

03:21 Early Entrepreneurial Ventures

06:51 Scaling the Business

31:37 Balancing Work and Family

34:58 Taking the Leap to Entrepreneurship

37:38 Overcoming Early Business Challenges

40:40 Building a Resilient Brand

50:49 Struggles with ADHD and Work Efficiency

01:02:44 Debt-Free Business Philosophy

01:06:45 Personal Transformation and Surrender

01:22:25 Giving Back and Community Involvement

01:27:44 Rapid Fire Questions and Final Thoughts

Keywords: Dixxon Flannel, Danny Dreyer, entrepreneur story, small business growth, side hustle success, clothing brand