Deal Challenges and How to Solve Them with Steven Hanson - Part 1
Transaction Talk29 Nov 2025

Deal Challenges and How to Solve Them with Steven Hanson - Part 1

What happens when your "straightforward" business sale suddenly runs into nervous employees, bank surprises, shifting valuations, or a seller who is just exhausted by the process? In this episode of Transaction Talk, Jennifer and Eric are joined by Steven Hanson, Transworld Business Advisors owner and partner, to dig into real-world deal challenges and practical ways to solve them. Steven is an experienced business intermediary with more than a decade at Transworld, where he and his team help business owners navigate confidential sales, franchise growth, and mergers and acquisitions. In our conversation, Steven explains why every transaction has ups and downs, how brokers end up acting as both quarterback and coach for all the moving parts, and why you should never consider a deal done until the money is in the bank. Together they explore the impact of key employees on a sale, the pros and cons of when to loop staff into the process, what to do when valuations or lender decisions change late in the game, and how to manage the emotional toll of "deal fatigue." Steven also shares creative solutions he's used to keep deals alive and his simple but powerful tip for staying calm when tensions run high. To learn how preparation, flexibility, and a deep breath can help get more deals across the finish line, tune in now!

Key Points From This Episode:

  • Hear about the typical challenges and hurdles in almost every deal.
  • Find out how every deal has good days and bad days and why.
  • Learn ways to reduce risk and why employees are the major source of risk.
  • Why the real business value is in people and relationships, not just the hard assets.
  • What point in the transaction the buyer should be able to meet the employee/s.
  • How Steven pivots with sellers when bank feedback or valuation issues require changes.
  • Explore the concept of "deal fatigue" and learn how to overcome it.

Tip of the Day: When a deal gets tense, pause to take a slow, deep breath before you respond.

Links Mentioned in Today's Episode:

Steven Hanson

Steven Hanson on LinkedIn

Call Steven Hanson: 858-699-3346

Transworld Business Advisors | San Diego
Jennifer Fox on LinkedIn

Eric Sigman on LinkedIn

Transaction Talk

Disclaimer:

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