Connect With Chaz

AI is changing business faster than most entrepreneurs are ready for.

Sales systems are evolving. Automation is accelerating. Tools are becoming more powerful every year.

But one thing has not changed.

People still buy from people.

In this episode of Driven To Win, Chaz Wolfe sits down with Glenn Poulos, co founder and leader at Gap Wireless, to break down how entrepreneurs can leverage AI without losing the human connection that actually drives revenue.

Glenn shares lessons from decades in sales leadership and business growth. He explains why technology should support relationships, not replace them. He also unpacks the mindset and habits that separate great sales leaders from average operators.

This conversation is about the future of selling. It is about clarity, discipline, and building relationships that create real business momentum.

If you are an entrepreneur, sales leader, or business owner trying to navigate AI while still leading people well, this episode delivers practical perspective.

Key Takeaways

• Why AI should strengthen relationships instead of replacing them
• The sales mindset that separates elite performers from average sellers
• Why persistence and follow up still drive the majority of deals
• Glenn’s philosophy of building trust through consistent presence
• The leadership habits required to grow a sales driven organization
• How entrepreneurs can adopt new technology without losing culture
• Why winning in business requires alignment at home as well

Connect with Chaz Wolfe (Host):

Website: http://www.gatheringthekings.com

Facebook: https://www.facebook.com/chazwolfe/

Instagram: https://www.instagram.com/gatheringthekings/

LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/

YouTube: https://www.youtube.com/@gatheringthekings

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Connect With Chaz

Most trades business owners start as great technicians.

Then the business grows.
The jobs pile up.
The team expands.

And suddenly the owner is buried in work with less time, less clarity, and more pressure than ever.

In this episode of Driven To Win, Chaz Wolfe sits down with Dominic Rubino, host of Profit Tool Belt and a trusted advisor to trades business owners across North America.

Dominic has spent years helping contractors, builders, and trades leaders move from chaos to control. In this conversation, he breaks down why so many trades businesses stall out and what it actually takes to build a company that runs without owning every decision.

This episode is about leadership, systems, and financial clarity. It is about stepping out of the truck and into the role of true business owner.

If you run a construction, contracting, or service based business and want to grow without sacrificing your family or your freedom, this conversation will challenge how you operate.

Key Takeaways

• Why most trades owners stay trapped in technician mode
• The leadership shift required to build a real company
• Why understanding your numbers is a non negotiable skill
• The systems that allow trades businesses to scale
• How accountability and coaching accelerate growth
• The truth about time freedom for business owners
• Why strong leadership at work protects your life at home

Connect with Dominic Rubino (Guest):

Website: https://www.profittoolbelt.com/

Website: https://www.cabinetmakerprofitsystem.com/

LinkedIn: https://www.linkedin.com/in/dominicrubino/

Connect with Chaz Wolfe (Host):

Website: http://www.gatheringthekings.com

Facebook: https://www.facebook.com/chazwolfe/

Instagram: https://www.instagram.com/gatheringthekings/

LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/

YouTube: https://www.youtube.com/@gatheringthekings

Vacation With Entrepreneurial Families
Entrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.

Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.

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Connect With Chaz

You will not outgrow your circle.

In this milestone 500th episode of Driven To Win, Chaz Wolfe gathers a group of high-performing entrepreneurs around a fire in Cabo, Mexico for a raw conversation about growth, legacy, and the power of proximity.

This is not a theory session. It is a real discussion between business owners who have experienced the weight of leadership, the loneliness of growth, and the acceleration that comes when you step into the right room.

They unpack what happens when clients become brothers, when iron sharpens iron, and when success stops being about ego and starts being about stewardship. They talk about legacy planning, generational wealth, strong marriages, supportive spouses, and why celebrating wins is fuel for long-term performance.

This episode marks 500 conversations inside Driven To Win. The theme is simple. You rise to the standard of the room you choose.

Key Takeaways:

• Your network directly impacts your decision speed and confidence
• Entrepreneurship is lonely without intentional community
• Celebrating wins builds momentum, not complacency
• Wealth must be structured for generations, not just accumulation
• Spousal alignment is a competitive advantage
• Legacy is built through people, not just profit
• Growth requires proximity to people who think bigger than you

If you are trying to scale your business while protecting your family and building something that lasts beyond you, this episode will challenge your current circle.

Connect with Chaz Wolfe (Host):

• Website: http://www.gatheringthekings.com
• Facebook: https://www.facebook.com/chazwolfe/
• Instagram: https://www.instagram.com/gatheringthekings/
• LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/
• YouTube: https://www.youtube.com/@gatheringthekings

Vacation With Entrepreneurial Families
Entrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.

Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.

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Connect With Chaz

Most entrepreneurs work harder.

Very few reprogram how they think.

In Episode 501 of Driven To Win, Chaz Wolfe sits down with John Mitchell, author of The Missing Secret of Think and Grow Rich, to unpack what Napoleon Hill hinted at but never fully explained: success is built in the subconscious.

John explains why effort alone is not enough. You can grind for decades and still sabotage yourself if your internal programming does not match your goals. The real shift happens when your identity, beliefs, and emotional conditioning align with the results you say you want.

They break down the “2% mindset” — the difference between those who make success a necessity and those who treat it as a preference. John also outlines his 12-minute-a-day process designed to systematically rewire the subconscious mind for confidence, clarity, and financial growth.

This is not motivation. It is mental conditioning.

Key Takeaways:

• Success begins in subconscious programming
 • Most people operate from inherited belief systems
 • The 2% treat growth as a non-negotiable
 • Identity drives income
 • A 12-minute daily practice compounds over time
 • Repetition rewires belief
 • Internal alignment reduces self-sabotage

If you feel like you are capable of more but keep hitting invisible ceilings, this conversation will challenge how you approach mindset and performance.

Connect with John Mitchell (Guest):

• LinkedIn:  https://www.linkedin.com/in/john-mitchell-76483654/
• Website:  https://thinkitbeit.com/cr/
• Email:  [email protected] 

Connect with Chaz Wolfe (Host):

• Website: http://www.gatheringthekings.com
• Facebook: https://www.facebook.com/chazwolfe/
• Instagram: https://www.instagram.com/gatheringthekings/
• LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/
• YouTube: https://www.youtube.com/@gatheringthekings

Vacation With Entrepreneurial Families
Entrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.

Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.

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Like what you heard?

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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.

Connect With Chaz

Scaling fast looks glamorous from the outside.

From the inside, it feels like walking a razor’s edge between growth and collapse.

In Episode 502 of Driven To Win, Chaz Wolfe sits down with Chris Ball, founder of Hoxton Wealth, to unpack what it actually took to build a financial firm managing over $2 billion in assets under management.

This is not a hype story. It is a discipline story.

Chris shares how early hires in marketing, operations, compliance, and finance allowed him to scale at speed. He explains the difference between one way doors and two way doors in decision making. And he breaks down why brutal honesty in hiring protects culture and protects growth.

They also dive into:

• Why relationships win over returns in service businesses
• The power of fee based alignment versus commission driven models
• How technology accelerates scale without replacing trust
• Why hiring before you feel ready creates momentum
• The cost of unclear culture during fast growth
• The discipline required to sacrifice comfort for expansion
• Why giving up alcohol sharpened focus and accelerated results
• The reality of work, marriage, and family during scale

Chris is clear. Scaling to $2 billion was not about luck. It was about pressure tolerance, disciplined execution, and making reversible decisions quickly while protecting irreversible ones.

If you are trying to scale your company without blowing up your culture or your family, this episode will recalibrate your approach.

Connect with Chris Ball (Guest):

• Hoxton Capital Management – hoxtonwealth.com
• LinkedIn – https://www.linkedin.com/in/chrisballhx/

Connect with Chaz Wolfe (Host):

• Website: http://www.gatheringthekings.com
• Facebook: https://www.facebook.com/chazwolfe/
• Instagram: https://www.instagram.com/gatheringthekings/
• LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/
• YouTube: https://www.youtube.com/@gatheringthekings

Vacation With Entrepreneurial Families
Entrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.

Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.

Support the show

Like what you heard?

Share this episode with a friend and leave us a review on Apple Podcasts or Spotify!

Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.

Connect With Chaz

Most entrepreneurs think growth comes from pressure, urgency, and closing harder.

It doesn’t.

In Episode 503, Chaz Wolfe sits down with Mo Bunnell, author of Give to Grow and founder of Bunnell Idea Group, to break down a counterintuitive truth: strategic generosity outperforms aggressive selling.

Mo shares decades of research and real-world data showing that top performers win because they make more offers of helpfulness. Not manipulation. Not pressure. Not fear-based tactics. Genuine, strategic generosity.

They unpack how to “fall in love with the client’s problem,” why most sales professionals sabotage themselves by pitching too early, and how giving someone a small experience of working with you dramatically increases trust and close rates.

This is not about being the nice guy. It’s about being the advisor.

Key Takeaways:

• Strategic givers outperform takers and matchers long term
• You must know what to say yes to and what to say no to
• Fall in love with their problem before offering your solution
• Use “Would it be helpful if…” to transition naturally
• Top performers make significantly more offers of helpfulness
• Pressure kills trust. Authentic clarity builds it
• Winning the work is a different skill than doing the work

If you are building a business where referrals matter, relationships matter, and long-term growth matters, this episode will sharpen your approach immediately.

Connect with Mo Bunnell (Guest):

• Facebook: https://www.facebook.com/mo.bunnell
• LinkedIn: https://www.linkedin.com/in/mobunnell/
• Youtube: https://www.youtube.com/@MoBunnell1
• Website: https://bunnellideagroup.com/givetogrow/
• Website: https://bunnellideagroup.com/

Connect with Chaz Wolfe (Host):

• Website: http://www.gatheringthekings.com
• Facebook: https://www.facebook.com/chazwolfe/
• Instagram: https://www.instagram.com/gatheringthekings/
• LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/
• YouTube: https://www.youtube.com/@gatheringthekings

Vacation With Entrepreneurial Families
Entrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.

Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.

Support the show

Like what you heard?

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Connect With Chaz

You cannot scale a business without people who trust you.

In this episode of Driven To Win, Chaz Wolfe sits down with Alex Draper, founder of DX Learning and author of Care to Win, to break down why most entrepreneurs unintentionally create the very leadership problems that hold their companies back.

Alex shares how his first five years in business included 100 percent turnover and multiple near bankruptcies. The irony? He started his company to eliminate workplace toxicity, yet became a results-driven, growth-at-all-costs leader himself. The breakthrough came when he realized leadership is not about pushing harder. It is about building trust intentionally.

They unpack the CARE framework: Clarity, Autonomy, Relationships, and Equity. These are not soft skills. They are the human skills required to remove fear, eliminate silence, and build teams that perform at a high level.

If your team is quiet in meetings, hesitant to challenge you, or operating in survival mode, you are paying for it. Lack of trust is the biggest hidden expense in your P&L.

Chaz and Alex also discuss:

• Why “rush to solve” bias is killing innovation
 • How speed can become your biggest liability
 • The illusion of agreement and leadership blind spots
 • Why leadership is learned, not inherited
 • How to build trust through specific feedback loops
 • Why culture improvement must be continuous, not a one-time training

If you feel like you are solving every problem yourself, bottlenecking growth, or carrying the weight alone, this conversation will challenge how you lead and give you a clear framework to build a team that actually has your back.

You cannot win without people.
And people do not perform at their best without trust.

Connect with Alex Draper (Guest):

• Website: https://alex-draper.com
• Website: https://www.dx-learning.com
• LinkedIn: https://www.linkedin.com/in/alex-draper/

Connect with Chaz Wolfe (Host):

• Website: http://www.gatheringthekings.com
• Facebook: https://www.facebook.com/chazwolfe/
• Instagram: https://www.instagram.com/gatheringthekings/
• LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/
• LinkedIn: https://www.linkedin.com/company/gatheringthekings/
• YouTube: https://www.youtube.com/@gatheringthekings

Vacation With Entrepreneurial Families
Entrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.

Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.

Support the show

Like what you heard?

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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.

Connect With Chaz

In this solo episode, Chaz Wolfe goes deep on one of the most important topics for driven entrepreneurs: the connection between fatherhood, leadership, business, and legacy. Using listener-submitted questions, Chaz breaks down how being a dad has shaped the way he leads his companies, how obsession (not “balance”) is the real key to winning in all areas, and why legacy begins long before wealth ever transfers hands.

Chaz shares candid stories from his early years in business — including mistakes, mindset shifts, and the tension between building companies and being present at home. He explains how patience, emotional intelligence, and integrity have been sharpened through raising his four kids, and how intentional leadership as a father directly influences leadership as a CEO.

He also dives into the systems he uses to protect family time, the nightly routines that build confidence and identity in his kids, and the principles he’s teaching them around money, mindset, entrepreneurship, and responsibility. Chaz outlines why he believes legacy isn’t about passing wealth to the next generation, but passing it through them — shaping character, habits, decision-making, and leadership across 100 years.

If you’re an entrepreneur who wants to win in business and at home, this episode will challenge the way you think about your role, your time, your kids, and the long-term impact of your leadership.

💡 Learn more about the Family Mastermind Vacation — where entrepreneurial families grow closer, dream bigger, and build legacies together.
👉 gatheringthekings.com

Vacation With Entrepreneurial Families
Entrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.

Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.

Support the show

Like what you heard?

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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.

Connect With Chaz

In this powerful conversation, Chaz Wolfe sits down with insurance and financial services leader Carson Porter, a builder of community, a sharp thinker, and a coach who’s helped thousands of agents level up both their mindset and their income. Carson shares openly about the internal battles he’s fought, the identity shifts he’s made, and why helping others has been the key to his own success.

Carson breaks down the mindset patterns holding most people back — fear of investing in themselves, hesitation, lack of clarity, and the story loops that keep entrepreneurs “stuck” even when they know what they should do. He dives deep into what he calls “value without expectations,” the belief that true abundance only comes when you stop guarding your value and start giving it away freely.

Together, Chaz and Carson unpack the real reason most entrepreneurs don’t take action, the difference between knowing something and actually doing it, and how stepping into community removes blind spots you could never fix alone. Carson shares stories from his massive insurance community, where new agents, million-dollar producers, and everyone in between grow together in a culture built on honesty, commitment, and doing the work no one else wants to do.

They explore the power of deep thinking, teaching as a tool for mastery, freedom through remote work, leveling up family life through intentional decisions, and the ripple effect leaders create — a butterfly effect that impacts clients, families, and future generations.

If you are an entrepreneur who wants to think bigger, act faster, and surround yourself with people who hold you to a higher standard, this episode will light you up.

Carson’s community: Winning at Insurance (free group on Facebook)
Carson on social: @cporter389

💡 Learn more about the Family Mastermind Vacation — where entrepreneurial families grow closer, dream bigger, and build legacies together.
👉 gatheringthekings.com

Vacation With Entrepreneurial Families
Entrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.

Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.

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Connect With Chaz

In this episode of Driven To Win, Chaz and Jake break down one of the biggest struggles entrepreneurs face: how to build a powerful business without sacrificing the people you love most. They talk openly about the real tension entrepreneurs feel between scaling a company and being present at home, and why so many business owners end up winning on paper but losing in their marriages, their parenting, and their personal peace.

Chaz shares how growing up in a single-parent home shaped his view of family, while Jake talks about being raised in a traditional Midwest household and how those two backgrounds lead to the same belief: the family unit matters. They walk through the unique challenges entrepreneurs face — long hours, pressure, responsibility, constant growth — and how those pressures can either strengthen or strain a home depending on the level of intentionality brought to the table.

They also hit on why so many entrepreneurs delay “being a present parent or spouse” until later, only to wake up years down the road realizing they missed the moments that mattered. Instead, Chaz and Jake lay out a better path: define what winning looks like in your business and in your family, build systems that support both, and surround yourself with other entrepreneurs who share those same values.

You’ll hear them talk about the importance of communication, how entrepreneurs can set up their calendar to reflect their priorities, and why clarity around family goals is just as important as clarity around revenue goals. They share stats on the decline of strong family structures across the country and explain why entrepreneurs must lead the way in creating healthier homes.

They also dive into how Gathering The Kings is filling the gap through community, family support, marriage resources, and Generation Next (GXT), the program teaching kids ages 8–18 how to think like leaders and entrepreneurs. Chaz shares stories about his own kids building vision boards and getting excited about their future, and why teaching the next generation is central to true legacy.

If you’ve ever felt torn between the business you’re building and the family you love, this episode will help you rethink what’s possible. You don’t have to choose. You can build both — at the same time — with clarity, intentionality, and the right community behind you.

Learn more about the Family Mastermind Vacation — where entrepreneurial families grow closer, dream bigger, and build legacies together.
👉 gatheringthekings.com

Vacation With Entrepreneurial Families
Entrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.

Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.

Support the show

Like what you heard?

Share this episode with a friend and leave us a review on Apple Podcasts or Spotify!

Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.