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MM M&A - 029: Questions Sellers Should Ask Potential Buyers

Middle Market Mergers and Acquisitions by Colonnade Advisors

Release Date: 02/20/2025

MM M&A - 029: Questions Sellers Should Ask Potential Buyers show art MM M&A - 029: Questions Sellers Should Ask Potential Buyers

Middle Market Mergers and Acquisitions by Colonnade Advisors

In this episode, we discuss the key questions sellers should ask potential buyers when considering a sale. Understanding a buyer's strategic goals, cultural alignment, and team integration plans is crucial for ensuring a smooth transaction and long-term success. Hosts Gina and Jeff dive deep into the due diligence process and provide sellers with a roadmap to evaluate fit beyond just price and terms. What You’ll Learn in This Episode: How to assess potential buyers during management meetings The three critical categories of questions sellers must ask: Strategy: What are the...

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In this episode, we discuss strategic steps for Equipment Leasing and Finance companies as they grow and evolve. The leadership of some of these businesses may decide to remain a certain size and complexity and be “ lifestyle businesses”, providing healthy cash flow to the owner(s) while they continue to run the business. However, other options exist, and exiting the business for a favorable multiple to a bank or other buyer can be an excellent strategy, the dream plan for many entrepreneurs.  In this interview, we interview Bob Rinaldi and discuss the potential to grow and leverage a...

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Before you sell your company, even the odds. This episode features guests Mark Achler and Mert Iseri, authors of the recent book, Exit Right: How to Sell Your Startup, Maximize Your Return and Build Your Legacy. Exit Right demystifies how to conclude the startup journey, a perfect complement to our podcast, which focuses more on the exits of larger middle-market companies. As Brad Feld states in the Foreword, “Mert and Mark set the roadmap for how entrepreneurs and business owners can proactively manage the process of getting to a successful exit along the way”. As Jeff says at the...

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MM M&A 026: Industry spotlight – F&I Agencies & Payment Plans show art MM M&A 026: Industry spotlight – F&I Agencies & Payment Plans

Middle Market Mergers and Acquisitions by Colonnade Advisors

This episode continues with our “industry spotlight series” where we focus on specific trends and opportunities in middle-market M&A transactions. Our previous episodes have covered four industries in which Colonnade has played a significant role as an M&A advisor to both buy-side and sell-side clients. We add F&I Agencies & Payment Plan Providers as industries where we deeply know the dynamics and players so as to provide exceptional service to clients who hire us to assist them in a transaction. Colonnade has studied the F&I Agencies and Payment Plan Provider...

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MM M&A 025: Datarooms - Get your Ducks in a Row show art MM M&A 025: Datarooms - Get your Ducks in a Row

Middle Market Mergers and Acquisitions by Colonnade Advisors

In this episode, Gina Cocking and Jeff Guylay pick up their discussion around the due diligence process related to the sale of a company. This episode is a great add-on to the previously released four-episode series exploring the due diligence process:     As we explore the organizational aspects of a due diligence data room, you’ll hear the reminiscing of both Gina and Jeff as they remember their days on Wall Street physically managing the data rooms of decades past when there were literally rooms full of documents that buyers would make appointments to review while the analysts...

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MM M&A 024: Minority Stakes – Read the Fine Print show art MM M&A 024: Minority Stakes – Read the Fine Print

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This episode is an excellent continuation of our discussion in about the pros and cons of partnering with a financial sponsor. When a company is considering an M&A transaction, there’s a range of alternatives. On one side of the spectrum, there’s selling 100% of the company and exiting. On the other side of the spectrum is no transaction at all (“stay the course”).  In the middle are the options to sell various amounts of a company’s equity. When considering raising capital, more often, we see our clients sell a majority stake, in which an investor buys more than 50% of the...

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MM M&A 023: The Market is Hot - Is it Time to Sell? show art MM M&A 023: The Market is Hot - Is it Time to Sell?

Middle Market Mergers and Acquisitions by Colonnade Advisors

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MM M&A 022: Industry Spotlight – Home Warranty show art MM M&A 022: Industry Spotlight – Home Warranty

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This episode continues our series of "industry spotlights," in which we focus on specific trends and opportunities in middle market M&A transactions.

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MM M&A 021: Industry Spotlight – Automotive Reconditioning show art MM M&A 021: Industry Spotlight – Automotive Reconditioning

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This episode continues our series of "industry spotlights," in which we focus on specific trends and opportunities in middle market M&A transactions. This episode focuses on the automotive reconditioning industry, a $5.4 billion industry that is highly fragmented and ripe for consolidation. Colonnade has extensive transaction experience in the automotive services industry and has been the sell side or buy side M&A advisor on many of the automotive services industry transactions that have taken place over the last decade. Colonnade has insider-level mastery of the drivers of valuation,...

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MM M&A 020 - Indications of Interest and Letters of Intent: Narrowing the Field show art MM M&A 020 - Indications of Interest and Letters of Intent: Narrowing the Field

Middle Market Mergers and Acquisitions by Colonnade Advisors

In previous episodes, Colonnade Advisors has outlined our unique 16-week sales process timeline in four phases: pre-marketing, go to market, management presentations/buyer due diligence, and exclusivity/documentation. In this episode, we will be doing a deep dive on indications of interest ("IOI"), which take place at the end of the go to market phase, and letters of intent ("LOI"), which take place at the end of the management presentations/buyer due diligence phase.

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In this episode, we discuss the key questions sellers should ask potential buyers when considering a sale. Understanding a buyer's strategic goals, cultural alignment, and team integration plans is crucial for ensuring a smooth transaction and long-term success. Hosts Gina and Jeff dive deep into the due diligence process and provide sellers with a roadmap to evaluate fit beyond just price and terms.

What You’ll Learn in This Episode:

  • How to assess potential buyers during management meetings
  • The three critical categories of questions sellers must ask:
    • Strategy: What are the buyer’s long-term goals?
    • Team & Integration: What happens to the management and employees post-sale?
    • Culture: How well does the buyer’s corporate environment align with the seller’s?
  • How to prepare for buyer meetings and identify red flags early
  • The importance of understanding a buyer’s track record with past acquisitions
  • Why employment agreements and compensation plans should be negotiated early

Key Discussion Points & Notable Quotes:

Developing the Buyer List (1:00)
Colonnade Advisors carefully curates a list of potential buyers, focusing on strategic fit and long-term plans. As Gina explains:
"We are spending a lot of time at Colonnade—an awful lot of time—thinking about which companies out there could be the best fit for this seller… A good fit from size, product set, and strategy.”

She further explains why breaking buyers into categories (strategics, private equity-backed strategics, and institutional investors) helps sellers make better long-term decisions.

Understanding Buyer Motivations & Fit (4:00)
Sellers need to look beyond just financial offers. Jeff highlights the importance of knowing who you're dealing with:
"We have transaction execution experience with many of these buyers… we know who follows through on commitments and who is just going to throw out a high number to get in the mix but won’t close.”

Management Meetings & Key Questions for Buyers (7:15)
During management meetings, sellers should evaluate buyers as much as buyers evaluate them.
According to Gina:
"It's really important that it's a two-way street. The management team has the opportunity to evaluate the people across the table from them… Sometimes a management meeting goes poorly because somebody was rude. It’s important that comes out because this is a low-stress situation for buyers—they should be on their best behavior."

The Role of Private Equity vs. Strategic Buyers (9:45)
Not all buyers have the same investment horizon. Gina explains:
"If you are being acquired by a strategic that’s owned by a private equity firm, there’s going to be another exit event at some point in the future… That private equity firm bought that platform with an investment horizon of three to seven years, typically five years, so you’ll be going through this again."

Employment Agreements & Negotiation Tactics (16:50)
Some buyers delay employment agreement negotiations until the last minute, putting sellers in a tough spot. Gina warns:
"I've seen a strategy used by some buyers that absolutely infuriates me… they refuse to negotiate employment agreements for senior leadership until two weeks before close because they know they have the sellers over a barrel.”

Evaluating Cultural Fit (22:59)
Culture can make or break a deal. As Jeff notes:
"The first date here is the management meeting, and we want to prepare our clients to be ready—ask great questions and get the most information they can out of these meetings."

Gina also suggests asking buyers tough questions to see how they respond:
"One of my go-to questions at dinner—usually after the first glass of wine—is, ‘Tell me about the worst deal you’ve been involved in. What happened?’ You’ll learn a lot from their answer."

Final Thoughts:

Selecting the right buyer is about more than just the highest offer—it’s about finding a partner that aligns with the seller’s vision, values, and long-term growth strategy. This episode provides actionable insights to help sellers navigate this crucial decision-making process.