Episode
When Is the Right Time to Sell
- Podcast
- Transaction Talk
- Published
- Mar 30, 2026
- Duration seconds
- 1254
- Processing state
not_requested
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Summary
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 there is rarely a perfect time to sell a business, and why you should not wait. Learn how strong and growing financial performance attracts better offers. Discover why selling from a position of strength gives owners better leverage. Find out how earnouts can help bridge gaps in valuation when revenue has declined. Explore how supply chain stability can impact timing and valuation when selling. The importance of having experienced, reliable staff to share the workload. Uncover the common reasons why most owners decide to sell. What to take into account to ensure a smooth and effective transiti…