meta_pixel
Tapesearch Logo
Log in
The Exit - Presented By Flippa

The Art of the Exit: Maximizing Valuation & Avoiding Deal Killers with Gregory Kovsky

The Exit - Presented By Flippa

The Exit - Presented By Flippa

Technology

5.0 • 420 Ratings

🗓️ 19 January 2026

⏱️ 34 minutes

🧾️ Download transcript

Summary

Want a quick estimate of how much your business is worth? With our free valuation calculator, answer a few questions about your business, and you’ll get an immediate estimate of the value of your business. You might be surprised by how much you can get for it: https://flippa.com/exit -- Are you building your business with the end in mind? Whether you are ready to sell tomorrow or five years from now, understanding the mechanics of a successful exit is crucial for every founder. This week on The Exit, Steve sits down with Gregory Kovsky, President and CEO of IBA, the Pacific Northwest’s oldest business brokerage firm. With over 25 years of experience and thousands of transactions under his belt, Gregory breaks down the complex game theory of M&A. We dive deep into the specific timing of when to sell, how to "run through the tape" to maximize your multiple, and why selling a business actually requires making four separate sales to four different stakeholders. If you want to avoid leaving money on the table or getting killed in due diligence, this episode is your playbook. In This Episode, You’ll Learn: The "Four Sales" Theory: Why you aren't just selling to the buyer—you also have to sell the CPA, the Attorney, and the Bank. The Two Prime Windows: Why Jan-June and Labor Day-Thanksgiving are the golden seasons for M&A activity. Valuation Multiples 101: How to move the needle from a 4x to a 7x multiple by diminishing risk. The Fatal Mistake: Why failing to disclose material facts (like a competitor moving in across the street) is the fastest way to invite litigation. Pre-Exit Hygiene: Simple fixes—from website refreshes to cleaning up the "boneyard"—that create a strong first impression. The "Marathon" Mindset: Why you must keep your foot on the gas even during negotiations. Timestamps: (02:00) From veterinary clinics to M&A: Gregory’s journey. (04:30) The 4 audiences you must convince to close a deal. (07:45) Why tax season dictates the best time to sell. (11:30) Tactical ways to increase your business valuation immediately. (15:10) The biggest mistake sellers make: The danger of hiding the truth. (25:00) The story of the business that was sold four different times. (27:00) About IBA and the importance of performance-based brokerage. -- Gregory Kovsky is the President & CEO of IBA (International Business Associates), the Pacific Northwest’s oldest and largest business brokerage firm. Mr. Kovsky has successfully negotiated the purchase & sale of over 300 privately held companies and family businesses in Washington, Oregon, Alaska, California, North Carolina, and Massachusetts since joining IBA as a mergers & acquisitions intermediary in 1994. He has successfully facilitated transactions involving manufacturing & distribution companies, industrial, marine, and automotive businesses, technology & software companies, and service, education, and retail businesses. A commercial real estate professional for over 30 years, Mr. Kovsky commonly provides his clients with comprehensive representation in selling a business and the associated real estate. LinkedIn - https://www.linkedin.com/in/gregory-kovsky-460aab7/ -- The Exit—Presented By Flippa: A 30-minute podcast featuring expert entrepreneurs who have been there and done it. The Exit talks to operators who have bought and sold a business. You’ll learn how they did it, why they did it, and get exposure to the world of exits, a world occupied by a small few, but accessible to many. To listen to the podcast or get daily listing updates, click on flippa.com/the-exit-podcast/

Transcript

Click on a timestamp to play from that location

0:00.0

Before we get into the exit today, I want to talk about the certified M&A advisors that are on Flippa.

0:06.1

If you are an operator right now running a business and you're thinking about exiting,

0:10.8

you are going to want to get a free online business valuation on the exit landing page.

0:16.7

Without a doubt, it is the smartest thing you can do to start a process and get yourself organized.

0:23.0

So you're going to go to the URL, flippa.com, slash exit, to check out more, and let's jump into

0:28.1

the interview.

0:29.3

Below and welcome to the exit presented by Flipup, the number one platform to buy and sell online

0:34.2

businesses.

0:35.2

Flipa manages over a billion in deal value annually and combines

0:39.4

expert buy and sell side advisory with its market leading valuation tool, deal room,

0:43.9

off market offering, market insights, an AI-based deal-by-deal matching engine. Now for the exit.

0:50.9

The exit is a 30-minute podcast featuring awesome entrepreneurs who have been there and they

0:54.8

have done it. The exit talks to operators who have bought and sold businesses of all different sizes.

1:00.3

You learn how they did it, why they did it, and get exposure to the world of exits. It's a world

1:05.1

occupied by a small few, but accessible to many. On this episode of the exit, I sit down with

1:10.7

Gregory Kofsky. And this is a fantastic,

1:13.8

wide-ranging conversation from somebody who has been in the M&A space for over 30 years. Now, he's the

1:20.9

president and CEO of IBA. This is the largest M&A firm in the Pacific Northwest, and Gregory does a fantastic job of

1:30.6

walking through a lot of the mistakes and a lot of the incredible deals that he's worked

1:36.1

on over the last 30 years.

1:38.6

And my favorite part of this conversation is a story that he talks about where he sold

1:42.4

the same business four times.

...

Please login to see the full transcript.

Disclaimer: The podcast and artwork embedded on this page are from The Exit - Presented By Flippa, and are the property of its owner and not affiliated with or endorsed by Tapesearch.

Generated transcripts are the property of The Exit - Presented By Flippa and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.

Copyright © Tapesearch 2026.