"Where Did All My Money Go?": How to Actually Track Your Cash Flow | Bobby Hoyt (Part 1/2) (MU Classic)

#1126 Most entrepreneurs don’t have a revenue problem — they have a “where did the money go?” problem. In Part 1 of this two-part conversation, host Brien Gearin sits down with Bobby Hoyt — founder of Stellar Brands, CEO of The Bottom Line, and creator behind Millennial Money Man — to unpack why “knowing your numbers” is non-negotiable if you want to build a business that actually pays you. Bobby shares his journey from high school band director to entrepreneur, how a mentor helped him pay off student loans and take the leap, and the hard lessons that come from running your business on “napkin math.” Together, Brien and Bobby dig into why most entrepreneurs get blindsided at tax time, what it really means to have a proactive tax strategy, and how systems like Profit First (and the right bookkeeping/CPA team) can bring clarity, stability, and confidence to your cash flow — so you can grow without hitting the financial “electric fence!”

(Original Air Date - 2/26/26)

What we discuss with Bobby:

+ Why entrepreneurs must know their numbers

+ The danger of “napkin math” finances

+ Bobby’s journey from teacher to CEO

+ How mentors accelerate business growth

+ Why revenue doesn’t equal personal income

+ The importance of proactive tax strategy

+ Common CPA and bookkeeping mistakes

+ How Profit First stabilizes cash flow

+ Paying yourself consistently as an owner