
In The Trenches Facing the Worst-Case Scenario: How Jed Morris Lost His Business and Rebuilt His Life
Nov 27, 2025
Jed Morris, an entrepreneur who endured a business bankruptcy and rebuilt his life, shares hard-won perspective. He covers risky friends-and-family funding, why roll-ups can fail, cultural and cash-flow traps, and the fallout of personal guarantees. Short, candid stories trace his collapse, recovery, and how he now advises others to avoid the same mistakes.
AI Snips
Chapters
Books
Transcript
Episode notes
Bigger Acquisitions Lower Risk
- Go as big as you can within your financing capacity because larger businesses reduce risk.
- Larger deals typically have better cash flow, customers, and organizational resilience than very small ones.
Don't Buy Distressed Businesses Early
- Avoid buying distressed turnarounds as a first-time buyer; you lack the experience and runway.
- Bring more equity, accept lower ownership, and target strong businesses to reduce bankruptcy risk.
Treat Organic Growth As The Baseline
- Let organic growth be the baseline before assuming M&A will deliver returns.
- Relying on roll-ups as a core assumption inflates capital needs and execution risk.

