Measure Success Podcast
Most CPA firms are terrified of AI. We used it to go from 2 employees to 10 in one year. In this episode of the Measure Success Podcast, I sit down with Tommy Breedlove, CPA-turned-executive-coach and bestselling author of Legendary, to talk about the fear driving business owners right now, why AI still gets the basics wrong, and why reinvesting in yourself might be the only real hedge against an uncertain economy. Episode highlights: • Why fear — not the economy — is the real threat to business owners right now • How AI gets basic accounting wrong, and why human judgment still wins...
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SEO is dying. Do you know what's replacing it? In this episode of the Measure Success Podcast, I sit down with Jimi Gibson, VP of Brand Communication at Thrive Internet Marketing Agency, TEDx speaker, and former professional magician, to discuss how AI search is replacing traditional SEO and what business owners must do now to stay visible. Episode highlights: Why 60% of Google searches now end in zero clicks The research showing 46% of business owners are invisible to AI Why personal branding now drives company visibility Three moves any owner can make today to get found by AI The...
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Is it really possible to pay almost zero in taxes, legally? In this episode of the Measure Success Podcast, I sit down with Bronson Hill, founder and CEO of Bronson Equity and author of Fire Yourself, to discuss how high earners legally reduce their taxes, the real estate professional designation, oil and gas investing, and why most CPAs never find these strategies. Episode highlights: How a couple cut a $2M tax bill to $125K after selling their business The real estate professional designation — and how a spouse can qualify Why oil and gas drilling can deduct 80–90% against any...
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AI just handed you 100 leads. That might be the worst thing that could happen to your business. In this episode of the Measure Success Podcast, I sit down with Gal Borenstein, founder and CEO of The Borenstein Group and author of Beating Goliath with AI, to discuss why more leads won't grow your business, how small companies can out-position much bigger competitors, and what replaces traditional SEO in the age of AI search. We cover: • Why AI amplifies your brand — or your sameness — by 100x • The lead-generation trap that quietly drowns small businesses • The one question you must...
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Most business owners celebrate the sale. Most also regret it. In this episode of the Measure Success Podcast, I sit down with Bob Bedritis, founder and managing director of Oswego Private Wealth Management and a certified exit planning advisor, to discuss why nearly 75% of owners regret selling their business, the "wealth gap" that blindsides them, and how to plan the most important act of your life — the one that comes after the business. We cover: • Why nearly 75% of business owners regret the sale — and the wealth gap driving it • The real math of a deal: how $5M on paper becomes...
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What is wealth really for? In this episode of the Measure Success Podcast, Carl sits down with Tyson Ray, CEO and Founding Partner of Form Wealth Advisors, to discuss building wealth that creates a better life. Tyson shares lessons from his career helping business owners, a powerful experience in Israel that reshaped his perspective, and why financial success should always support purpose, relationships, and legacy. Together, they explore retirement, succession planning, giving while you're living, and how business owners can avoid spending their lives chasing more money without enjoying what...
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What happens after you achieve financial success? In this episode of the Measure Success Podcast, Carl sits down with Mark Podolsky, known as "The Land Geek," to discuss passive income, AI, entrepreneurship, and finding purpose beyond financial success. Mark shares how he transitioned from investment banking to building a successful land investing business and explains why creating systems is the key to gaining both financial freedom and time freedom. Together, Carl and Mark explore how AI is changing the way businesses operate, why leaders should think of AI as an operating system instead of...
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Are you building, coasting, or struggling? In this episode of the Measure Success Podcast, Carl J. Cox welcomes confidence coach Scott Ballard for a conversation about the mindset of today's entrepreneur. Scott explains his "Day 1, Day 2, Day 3" framework and why many business owners become stuck between growth and decline. The discussion covers courage versus confidence, the importance of telling yourself the truth, finding purpose, and taking the next step forward—even when it's uncomfortable. If you're leading a business or navigating change, this episode will challenge how you think...
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Networking is not about collecting business cards. It is about building relationships that create measurable business growth. In this episode of the Measure Success Podcast, Donnie Boivin, founder of Success Champion Networking, shares how business owners can stop wasting time networking and start building systems that generate real ROI. In this conversation we discuss: • Why most networking groups fail business owners • The difference between introductions and referrals • Building a network that actually creates revenue • How to create strategic relationships that scale • Why...
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AI is moving faster than most businesses realize. In this episode of the Measure Success Podcast, Trent Gillespie, former Amazon executive and CEO of Stellis AI, breaks down what business leaders need to understand about AI agents, automation, and organizational readiness. We discuss: • Why prompts are no longer the main conversation • How AI agents are changing work • What leaders should do to prepare employees for change • Why businesses need visibility in AI search and recommendation systems • How organizations can build AI adoption without overwhelming teams If you think AI is...
info_outlineIs it really possible to pay almost zero in taxes, legally?
In this episode of the Measure Success Podcast, I sit down with Bronson Hill, founder and CEO of Bronson Equity and author of Fire Yourself, to discuss how high earners legally reduce their taxes, the real estate professional designation, oil and gas investing, and why most CPAs never find these strategies.
Episode highlights:
- How a couple cut a $2M tax bill to $125K after selling their business
- The real estate professional designation — and how a spouse can qualify
- Why oil and gas drilling can deduct 80–90% against any income
- The difference between a CPA and a real tax strategist
- How to measure success beyond the next financial milestone
Watch the full episode and ask yourself: how much of your income are you losing to taxes you could legally defer?
Connect with Bronson:
- LinkedIn: https://www.linkedin.com/in/bronson-hill-b4843910/
- Facebook: https://www.facebook.com/bronson.hill.37
- Instagram: https://www.instagram.com/bronsondavidhill/
- Twitter / X: https://twitter.com/BronsonHill6
- Website: https://bronsonequity.com
- Book: Fire Yourself: Replace Your Working Income with Passive Income in 3 Years or Less Book https://www.amazon.com/Fire-Yourself-Replace-Working-Passive/dp/B0CLFG4P83