Deal Diaries with Kate Chichi

kate chichi
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  • Entrepreneurship
  • Updated Biweekly

Business owners share how they bought and sold businesses.

Episodes

  1. Jul 28

    How to Buy a Biz that Takes 15 hrs / Week (with Your 401k)

    How an ER pediatrician in New York bought a marketing agency in Florida that only takes 15 hours a week to run — and financed it with his 401(k). Justin Hoskins shares how he did it all: the retirement-fund structure nobody talks about, why use a loan broker, and how he uses AI to spot red flags in the acquisition docs. 0:00 Intro0:49 From ER pediatrician to acquisition entrepreneur3:17 Why he passed on med spas7:00 The spreadsheet with 27,000 businesses for sale10:05 Finding an absentee business15:07 The seller note that closed the valuation gap17:29 Using your 401k to fund an acquisition (ROBS explained)23:58 The attorney who gave him 25% odds of closing25:15 Why use a loan broker31:42 Earning employee trust as the outsider37:29 The MSO play in the legal space42:41 Using AI to spot red flags in acquisitions

  2. Jul 13

    How to Buy $2M in Revenue Business While Working Full-Time

    Connor Pera acquired a business in what most people would call a dying industry — and then doubled it from $2M to $4M with a second acquisition. In this episode, get his trick for getting sellers' attention and learn why passing on a "great" business like HVAC might be the best decision you ever make. 0:00 Intro 1:04 What separates searchers who actually close 2:37 The vending machine that changed his mindset 4:38 How to find a deal without quitting your job 12:14 Why he chose a "dying" industry over HVAC 19:45 Skipping SBA — and the earnout he's glad he got 24:35 The phone call that got him through closing week 27:46 Day one of running an acquired business 30:57 How he got sellers' attention (the unexpected channel) 37:09 Using AI to reverse-engineer a $100M blueprint

  3. Jun 29

    From $300K Salary to $30M Valued Agency — How to Grow Through Acquisitions

    Joey Mure walked away from $300K a year at Wells Fargo after discovering that banks secretly store more capital in life insurance than in real estate — and built a $30M-valued insurance agency off the back of that insight. In this episode, Joey breaks down the 4x-buy, 15x-sell arbitrage that convinced him to start acquiring, the earnout clause that cost him real money when a lawyer changed the final draft, and why he ultimately walked away from a $150M roll-up plan in favor of a simpler path to nearly the same payout. Joey is the co-founder of Wealth Without Wall Street and has nearly 700 podcast episodes under his belt. Subscribe for more real acquisition stories every week. 0:00 Intro 0:36 Introduction — Joey Mure 1:04 Why he left a $300K job at Wells Fargo 3:42 What is Infinite Banking? 4:42 How Wells Fargo secretly invests $19B in life insurance 9:34 What an insurance agency actually does 10:48 How a podcast accidentally became a global lead-magnet 15:55 How an insurance agency makes money (commissions, renewals & why it's sellable) 20:56 Why Joey decided to start acquiring companies 23:48 What Joey looked for in an acquisition target 25:12 How Joey found the businesses he acquired 27:13 From LOI to close: the 9-month diligence slog 29:50 The post-close mistakes he'd never repeat 36:53 How the deal was structured 40:20 How his insurance carrier financed the deal 42:13 Organic growth vs. roll-up: why he changed his mind 46:42 Investor DNA: how to find the right investment for YOU 51:04 Raising 5 kids to think like entrepreneurs 55:31 How Joey uses AI across the business 1:00:22 Guest recommendations

  4. Jun 24

    Deal Diaries - Coming Soon!

    Where owners share how they bought and sold businesses. Launching June 30th!

  • 4 Episodes

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Business owners share how they bought and sold businesses.

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