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Connect With Chaz
Make More Money. Work Less. Win At Home.
If you are spending two hours a day checking email, you are losing a full week every month to a task someone else could handle for $10 an hour. Joe Rare figured this out early, outsourced everything he possibly could, and built multiple seven-figure businesses from a mountain town in Bozeman, Montana with a team based largely in the Philippines.
Joe is the founder of Level 9 Virtual. He runs a marketing agency for wedding venues, a freight dispatching company, a data resolution company, and his VA services business. Every one of them runs on outsourced staff. His operations director manages hundreds of employees from the Philippines. His lead developer has a master's degree and teaches at a university. Joe is a college dropout. The talent is there. The question is whether contractors are willing to let go.
In this conversation with Chaz Wolfe, Joe breaks down exactly how to start delegating, why checking your notifications is a health problem not just a productivity problem, how to run a remote team that actually builds culture, and why hiring one VA at $3 an hour is a completely different strategy than building a career-driven team that stays for ten years.
Key Takeaways:
If you are a business owner doing $1M+ and you feel stuck in the day-to-day, we built GTK for you.
Through peer mastermind and 1:1 coaching, we help you:
Visit www.gatheringthekings.com for information on how to apply.
Learn more about outsourcing with Level 9 Virtual here: https://www.level9virtual.com/
Connect with Chaz Wolfe (Host):
Website
YouTube
Vacation With Entrepreneurial FamiliesSupport the show
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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
Make More Money. Work Less. Win At Home.
Brian Decker turned $500,000 into $7 million in crypto in under 12 months. The cycle before that, he turned $50,000 into $400,000. This is not luck and it is not gambling. It is a data-driven approach to understanding economic seasons, money supply cycles, and the four-year Bitcoin halving pattern that has played out the same way every single time.
Brian is the CEO of SOAR Energy, a leader in clean energy, crypto investing, real estate, and wealth building. He also poured his life savings into an AI software company that took two and a half years to find product-market fit and almost broke him. In this conversation with Chaz Wolfe, Brian covers the discipline behind managing multiple businesses without shiny object syndrome, the data-driven pivot that took him from defeat to Fortune 200 clients, and what he told his kids about taxes, charity, and investing before they were ten years old.
If you want to understand where smart money is going right now and why, this episode delivers a framework most people will never hear in one place.
Key Takeaways:
If you are a business owner doing $1M+ and you feel stuck in the day-to-day, we built GTK for you.
Through peer mastermind and 1:1 coaching, we help you:
Visit www.gatheringthekings.com for information on how to apply.
Connect with Brian Decker (Guest):
Website: https://www.thebriandecker.com/
Instagram: https://www.instagram.com/thebriandecker/
Skool: https://www.skool.com/thewealthsociety/about
Connect with Chaz Wolfe (Host):
Website
YouTube
Vacation With Entrepreneurial FamiliesSupport 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
Make More Money. Work Less. Win At Home.
Charles Bonfiglio left Brooklyn at 21 years old with two suitcases, a one-way plane ticket to Florida, and a dream of opening a car stereo shop. He could not get a loan. He could not get a landlord to take him seriously. So he found franchising, used it as leverage, and never looked back.
Fifteen years after buying a six-store chain called Tint World for $100,000, Charles runs the number one automotive franchise in America with nearly 200 locations and still climbing. In this conversation with Chaz Wolfe, Charles opens up about the CEO who looked at him differently when he found out Charles never went to college, the chip that put on his shoulder, the two years he spent reading every business book in Barnes and Noble, and why his father's simple belief in him shaped everything he built.
This is a conversation about what it actually looks like to build a legacy through good decisions stacked on good decisions, a wife who showed up every step of the way, and children who are now stepping into the empire.
Key Takeaways:
If you are a contractor business owner doing $1M+ and you feel stuck in the day-to-day, we built GTK for you.
Through peer mastermind and 1:1 coaching, we help you:
Visit www.gatheringthekings.com for information on how to apply.
Visit Tint World here: https://www.tintworld.com/
Connect with Chaz Wolfe (Host):
Website
YouTube
Vacation With Entrepreneurial FamiliesSupport 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
Make More Money. Work Less. Win At Home.
Most business owners have been chasing the wrong thing. Work-life balance sounds reasonable until you actually examine it. Balance implies that to give more to one area, you have to take from another. Chaz Wolfe says that is the wrong model entirely, and it is quietly limiting what contractors believe is possible at home and in business.
In this episode, Chaz and Jake Isaacs break down why balance is not the goal, what work-life obsession actually means in practice, and how a shift in the target changes everything about how you show up every day. Chaz also takes on burnout directly with one of the most direct takes on the topic you will hear anywhere: burnout does not exist. You have just lost clarity on why you are doing what you are doing.
Key Takeaways:
If you are a business owner doing $1M+ and you feel stuck in the day-to-day, we built GTK for you.
Through peer mastermind and 1:1 coaching, we help you:
Visit www.gatheringthekings.com for information on how to apply.
Connect with Chaz Wolfe (Host):
Website
YouTube
Connect With Jake Isaacs (Co-Host):
Website
YouTube
Vacation With Entrepreneurial FamiliesSupport 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 contractor business owners are looking for the next system, the next hire, or the next revenue strategy. What they are not looking at is the personal habits that are quietly capping everything they are trying to build.
Chaz Wolfe has made every single one of these six mistakes himself. He built and scaled multiple businesses, became a millionaire by 29, and still had to confront each of these blind spots along the way. In this solo episode, he breaks all six down with personal examples, practical fixes, and zero filler. If you are a contractor doing $1M+ and you feel like the business keeps plateauing, there is a good chance the ceiling is not in the business at all.
Key Takeaways:
If you are a contractor business owner doing $1M+ and you feel stuck in the day-to-day, we built GTK for you.
Through peer mastermind and 1:1 coaching, we help you:
Visit www.gatheringthekings.com for information on how to apply.
Connect with Chaz Wolfe (Host):
Website: http://www.gatheringthekings.com
Facebook: https://www.facebook.com/chazwolfe/
Instagram: https://www.instagram.com/gtkfamilymastermind/
LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/
YouTube: https://www.youtube.com/@gatheringthekings
Vacation With Entrepreneurial FamiliesSupport 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
Richard White built the number one rated AI tool across 100,000 products on G2 with zero marketing spend, a team of three engineers for most of the company's life, and a single growth metric: 4% better every week. That compounds to 7x per year. He did not track monthly goals. He did not run sprints. He eliminated every meeting that did not move the product forward and stayed in his zone of genius while everyone around him handled everything else.
Fathom AI is the note-taking tool Chaz and the GTK team use every day. In this conversation, Richard breaks down how he built it, how he cold-emailed his way into the Zoom marketplace three weeks after starting the company, and why speed is the only currency that actually matters in a fast-moving market.
This is not a personality-driven episode. It is a systems and strategy episode. If you run a contractor business doing $1M+ and you want a framework for moving faster with less noise, this one is worth a listen.
Key Takeaways:
If you are a contractor business owner doing $1M+ and you feel stuck in the day-to-day, we built GTK for you.
Through peer mastermind and 1:1 coaching, we help you:
Visit www.gatheringthekings.com for information on how to apply.
Connect with Chaz Wolfe (Host):
Website: http://www.gatheringthekings.com
Facebook: https://www.facebook.com/chazwolfe/
Instagram: https://www.instagram.com/gtkfamilymastermind/
LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/
YouTube: https://www.youtube.com/@gatheringthekings
Vacation With Entrepreneurial FamiliesSupport 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 contractor business owners treat their marriage like a hobby and their business like a lifestyle. Austin Holt says that gap is exactly why both are underperforming.
Austin is the founder of Conscious Christian Marriage, a certified marriage coach, and a multi-business owner. He has worked with entrepreneurs and couples for over a decade, including GTK members and their spouses. His take is direct: if you say your marriage is your top priority but your calendar, bank statements, and daily habits say otherwise, you are out of integrity. And that integrity gap bleeds into every part of your business.
In this in-person conversation with Chaz Wolfe, Austin breaks down the three steps every entrepreneur needs to take to fix a strained marriage, why compromise is a victim's word and win-wins are a king's word, and how your spouse is the most underutilized asset in your entire business operation.
Key Takeaways:
If you are a contractor business owner doing $1M+ and you feel stuck in the day-to-day, we built GTK for you.
Through peer mastermind and 1:1 coaching, we help you:
Visit www.gatheringthekings.com for information on how to apply.
Connect with Austin Holt (Guest):
Website: https://austinjholt.com/
Instagram: https://www.instaustinjholtagram.com/austinjholt/?hl=en
Facebook: https://www.facebook.com/austinjholt/
Connect with Chaz Wolfe (Host):
Website: http://www.gatheringthekings.com
Facebook: https://www.facebook.com/chazwolfe/
Instagram: https://www.instagram.com/gtkfamilymastermind/
LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/
YouTube: https://www.youtube.com/@gatheringthekings
Vacation With Entrepreneurial FamiliesSupport 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
In the summer of 2023, four men climbed into a single rowing boat in Monterey, California and rowed 2,800 miles to Hawaii. They were at sea for 41 days.
By the time they reached the Hawaiian shore and fell into their families' arms, they had raised over $41 million for the Michael J. Fox Foundation for Parkinson's Research. More than 26,000 individual donors contributed to the campaign. Their fundraising goal started at $28 million, one million for every hundred miles. They blew past it. Then they raised their goal to $41 million to honor the 41 days on the ocean. They blew past that too.
But this episode is not really about the numbers. It is about what happens to a man when the vastness of the ocean removes every distraction and leaves only what actually matters: the men beside him and the family waiting at the finish line. Brendan Cusick, Peter Durso, Scott Forman, and Patrick Morrissey join Chaz Wolfe and Jake Isaacs to talk about the darkest moments of the row, what it means to show up for each other when you have nothing left, and why the emotional recovery took far longer than the physical one.
Key Takeaways:
Connect with Chaz Wolfe (Host):
Website: http://www.gatheringthekings.com
Facebook: https://www.facebook.com/chazwolfe/
Instagram: https://www.instagram.com/gtkfamilymastermind/
LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/
YouTube: https://www.youtube.com/@gatheringthekings
If you are a contractor business owner doing $1M+ and you feel stuck in the day-to-day, we built GTK for you.
Through peer mastermind and 1:1 coaching, we help you:
Visit www.gatheringthekings.com for information on ho
Vacation With Entrepreneurial FamiliesSupport 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
Sean Michael Crane spent seven years behind bars for a crime he did not commit. He walked in as a man who had wasted a decade to addiction, broken promises, and a life that did not match who he wanted to be. He walked out with a mission.
Today Sean is the Founder and CEO of Unstoppable 365, a self-mastery program that has helped men lose 100 pounds, rebuild their marriages, commit to sobriety, and build businesses that give them back their identity and their family. In this conversation with Chaz Wolfe, Sean gets direct about the real reasons men stay stuck, why your "why" might not be strong enough to actually move you, how to build the kind of track record that earns your spouse's trust, and what it takes to reset your identity at any stage of life.
If you are a contractor doing $1M+ who is winning in business but losing at home, this episode will challenge you to look in the mirror and make a decision.
Key Takeaways:
If you are a contractor business owner doing $1M+ and you feel stuck in the day-to-day, we built GTK for you.
Through peer mastermind and 1:1 coaching, we help you:
Visit www.gatheringthekings.com for information on how to apply.
Connect with Sean Michael Crane (Guest):
Website: https://seanmichaelcrane.com/
Unstoppable 365: https://unstoppable365.com/
Instagram: https://www.instagram.com/sean_crane_official/
Connect with Chaz Wolfe (Host):
Website: http://www.gatheringthekings.com
Facebook: https://www.facebook.com/chazwolfe/
Instagram: https://www.instagram.com/gtkfamilymastermind/
LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/
YouTube: https://www.youtube.com/@gatheringthekings
Vacation With Entrepreneurial FamiliesSupport 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 contractor business owners think their revenue problem is a lead problem. Go get more leads, close more deals, done. But Chaz Wolfe has trained thousands of salespeople across multiple industries, generated millions in W2 commission personally, and built companies that produce consistent sales revenue. His take is direct: more leads do not fix a broken sales process. They just expose it faster.
In this solo episode, Chaz breaks down the five core principles that have driven millions in sales for him and his clients. These are not tactics. They are the fundamentals that every contractor business owner needs to install in themselves and their team to convert more leads, close without pressure, and build a pipeline that actually runs.
If your close rate is inconsistent, if your team is ad-libbing the sales process, or if you are leaving money on the table every single week, this episode is the reset you need.
Key Takeaways:
If you are a contractor business owner doing $1M+ and you feel stuck in the day-to-day, we built GTK for you.
Through peer mastermind and 1:1 coaching, we help you:
Visit www.gatheringthekings.com for information on how to apply.
Connect with Chaz Wolfe (Host):
Website: http://www.gatheringthekings.com
Facebook: https://www.facebook.com/chazwolfe/
Instagram: https://www.instagram.com/gtkfamilymastermind/
LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/
YouTube: https://www.youtube.com/@gatheringthekings
Vacation With Entrepreneurial FamiliesSupport 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.
From the publisher's feed
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,…
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.