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The Investor's Guide To Joy

The Investor's Guide To Joy

Hosted by Paul H. Graham

Episodes

70

Latest episode

Jul 2026

Language

EN

About the show

Keep More of What You Built. Live a Life Worth Having. Without Sacrificing Your Joy. This is the podcast for 7–8 figure business owners who are approaching, or have already had, an exit, and don't want to hand half of it to the IRS. Every week, you'll hear from founders, operators, and wealth strategists who've navigated the exit, the tax bill, and the harder question on the other side: now what? Hosted by Paul H. Graham, a 3x founder, co-author with Kevin Harrington (the Original Shark from Shark Tank), and author of The Entrepreneur's Tax Strategy. Paul has built, sold, and driven over nine figures in value across his companies. As Chief Growth Officer at Stakeholders Family Office, he helps 7–8 figure business owners coordinate tax strategy, alternative investments, and exit planning under one roof, so nothing falls through the cracks before or after the transaction. If you're a business owner scaling toward a liquidity event, trying to protect what the sale just created, and unwilling to sacrifice your joy in the process, this show was built for you. Subscribe for free and join the live show to ask your questions directly. When you're ready to talk about what a fractional family office could do for your situation, start at investorsguidetojoy.beehiiv.com

Listen to episodes

60 recent
July 1, 202639 min

Don’t Invest in Oil And Gas Until You Listen to This - A Guide to Oil And Gas investments

People spend three to five years saving $100,000 then lose it in three to five months chasing the wrong oil and gas deal. Courtney has personally invested in over 100 wells and manages a portfolio of nearly 100 more, and she's seen it all: dry holes, f...

June 23, 202624 min

Why Traditional Business Rules are Dead: An AI Survival Guide for Executives

AI isn't a search engine. It's not Google. And the executives treating it like one are missing the entire shift. Dov Levin works with executives and small-to-medium businesses to implement AI the right way starting with mindset, not the most expensive ...

June 16, 202619 min

How To Cut Your Database Operations Cost Without Laying Off A Single Person

One outage. One hour. $1.5 million in lost revenue. That's the reality for enterprise companies running fragmented databases across multiple clouds, tools, and teams with no single place to see, manage, or fix any of it. Janardhan, founder of DBaaS Now...

June 9, 202629 min

The $0 Fix That Turned a Bleeding STR Into a Cash-Flowing Machine (yeah, seriously)

You bought the short-term rental. You're paying 20% to a property manager. And somehow, you're still stressed, still losing money, and still getting a text at 2AM about a broken microwave. Taylor Jolly has managed short-term rentals across Texas and se...

June 2, 202630 min

Banks, Gold & Getting Out of the System Before It's Too Late

Marc Walton has lived through the dot-com boom, the 2008 crash, the crypto run of 2020, and a gold bull market that delivered 300% gains on a single miner, all while trading Forex for 15 years from a sun-soaked island in Portugal. In this episode, he a...

May 26, 202619 min

The $1M to $10M Sales Blueprint: How to Stop Being the Only Closer in Your Business

Michael Schiltz spent 14 years mastering sales including carrying a $12M quota at Dell before moving into consulting to help founders do the one thing most can't: step out of the sales seat and build a system that scales without them. In this episode, ...

May 20, 202630 min

Owning Multiple Businesses 1,000+ Miles Away

Steven Nunez left corporate after 10 years, put six figures into his first build, and now owns and operates multiple full-service laundry centers across Central and South Florida all managed remotely from New Jersey. In this episode, he breaks down the...

May 12, 202631 min

Why Your Startup Pitch is Failing (And What Investors Actually Bet On)

Joe Feminella, entrepreneur and founder of First Round on Me, gets raw about what it really takes to raise $5M+ across multiple company pivots, no Harvard degree required. In this episode, Joe breaks down how a single investor conversation changed ever...

May 5, 202623 min

Bridging the Gap: Aligning Education, Economic Development, and Industry

In this episode, host Paul Graham sits down with Curtis Clough, a seasoned educational leader and superintendent, to discuss the critical intersection of K-12 education, workforce development, and economic growth. Curtis shares his unique "trifecta" pe...

April 28, 202625 min

The People ROI: Why Great Leaders Put Humans Before KPIs

Is your leadership style adding or multiplying? In this episode, Paul Graham sits down with Tim 'Coach' Scholze, a seasoned leader who climbed from the mailroom to the executive suite, to discuss why most CEOs fail when they focus solely on the data. T...

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