When Is the Right Time to Sell

When Is the Right Time to Sell

From Transaction Talk by Jennifer Fox and Eric Sigman

March 30, 2026 · 21 min · Season 1 · Episode 47

About this episode

The episode discusses the best timing for selling a business with insights from Johnathan Zsittnik.

Is there ever really a perfect time to sell your business, or does the best exit come down to preparation, performance, and knowing when not to wait? In this episode, Jennifer Fox and Eric Sigman welcome back Johnathan Zsittnik, Senior Manager and Business Broker at Transworld Boston, to discuss how to know when it is the best time to sell your business. Jonathan explains why waiting for the perfect time to sell can be risky, why selling when your business is in a stable financial state offers the best leverage and valuation, and the typical signs that it is time to sell. He shares why buyers should prioritize recent revenue and profit trends, why market conditions and supply chain stability can swing deals, and how a dependable staff makes a business more attractive. Jonathan also breaks down a clear approach to timing your retirement, how to plan effectively to avoid last-minute pressure-driven sales, and how to ensure that you sell on your own terms. Tune in to learn how to prepare for a successful and stress‑free business sale with Johnathan Zsittnik. Key Points From This Episode: Introduction to Johnathan Zsittnik, Senior Manager and Business Broker at Transworld Boston. Why…

People in this episode

Hosts: Jennifer Fox, Eric Sigman

Guest: Johnathan Zsittnik

Topics covered

  • business sale timing
  • financial performance
  • business valuation
  • exit strategy
  • preparation for sale

Keywords

  • business sale
  • exit strategy
  • financial performance
  • valuation
  • preparation

Mentioned in this episode

Organizations: Transworld Boston

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