Jun 2
Why Your Budget Keeps Failing — And the Automatic System That Actually Works
Budgeting has a branding problem. For a lot of people, it feels restrictive, shame-filled, tedious, and honestly kind of like financial punishment. But what if the problem is not you? What if the problem is that what you’ve been calling budgeting is really just tracking where you ... Show More
33m 30s
May 27
What Is a Roth Conversion — And How Can You Do It Wrong?
Roth conversions sound smart. Tax-free growth, tax-free withdrawals later, more flexibility in retirement — what’s not to like? Well… the tax bill today. That part. In this episode, Shari Rash, founder of GWA Wealth, breaks down what a Roth conversion actually is, how it works, a ... Show More
43m 40s
May 22
The Tax Strategy High Earners Are Missing: How to Stop Playing Defense With the IRS
Taxes are not just something you deal with once a year when it is time to file. For high earners, business owners, and investors, taxes are part of the bigger wealth-building strategy. In this episode, Shari Rash talks with CPA and tax strategist Catrina M. Craft about how to sto ... Show More
42m 13s
Mar 2025
Ep.128 Everything I Wish I Knew When I Was Starting A Business (From World-Renowned Founders of Whoop, Refy, Odd Muse etc)
This week’s episode might be the one i’ve spent the most time thinking & planning ever. When i asked after our last compilation episode which ones you guys wanted, so many asked for a compilation of the best business advice from the over 120 episodes of this podcast.
Now let me t ... Show More
49m 58s
Sep 2025
698: Reacting to Reddit Side Hustles
We've got $10,000 a month writing on Medium, $1000 a day washing windows, $50 an hour assembling furniture, and more! In this episode, we're running through some of the most favorite and most unique side hustles discovered on Reddit. To help break these down is longtime listener ... Show More
45m 10s
Oct 2025
How to Start a $1M Business Using Only AI
Get Greg's AI Million Dollar Idea Generator prompt: https://clickhubspot.com/kgj Ep. 370 Is making a million dollars with AI really that easy? Kipp, Kieran, and Greg Isenberg, Co-founder of Ideabrowser and host of The Startup Ideas Podcast, dive into Greg’s proven frameworks and ... Show More
45m 21s
Apr 2025
Brand Building Guide: Identifying Your WHY, Team Culture, Avoiding Burnout as a Founder, & More
<p>On today’s solo episode I am diving into the foundational elements of building a brand that lasts—starting with your <em>WHY</em>. I share why “wanting to work for yourself” isn’t enough, the reality of being your own boss, and what it really means to create something with pur ... Show More
35m 26s
Sep 2025
How to Start a Hot Tub Rental Business: Zero to $1000s per Month (Greatest Hits)
You've heard of Hot Tub Time Machine, but how does Hot Tub Cash Machine sound? That’s effectively the business model this week’s guest, Steve Nadramia. Steve is a high school history and economics teacher in New York, and a listener of the show. He reached out after our Thanksgiv ... Show More
47m 26s
Sep 2025
696: This 15-Year Old is Running a $100,000 Business From His Bedroom
What if you could turn a teenage sports annoyance into a $100k business while juggling school, sports, and everything else that comes with being 15? Harrison Nott has done exactly that. Starting at just 13 years old, Harrison built CoolTowel into a business projected to hit £100, ... Show More
42m 5s
Picture this. You’ve got a brilliant business idea that you know will be amazing. You apply and get picked to be on Shark Tank and share your amazing business idea…and let’s take it one step further: you make a deal with Mark Cuban, one of the legendary sharks, to fund your business. This feels like the case scenario. If you know anything about entrepreneurs ... Show More
