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Selling your business is like running a marathon

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Many Entrepreneurs wake up one day and think, “I want to sell.” Some have a health scare or are forced into it. Some receive the coveted letter “XYZ Acquisition Company has been retained and has a qualified client looking to buy YOUR business” (Beware!). And some are just tired and are chronologically ready.

I woke up one day and did the same with running a marathon. Who knows where these thoughts come from, but I mused: It’s doable, yet tough, physical and mental. I can walk. I have two legs. I don’t even need to qualify for most of them. I boldly declared, “With a little sweat and the right attitude, I can do this!”

Exit Strategy Planning

However, success doesn’t come that easily. Even if we are part of the lucky 20% of middle-market businesses to exit, we rarely truly maximize our proceeds upon exit. This is often because of poor planning and a lack of a carefully and strategically consummated exit strategy (as we did with our business plan/strategy). 

Here are four factors that I believe pose significant problems for even the most determined of entrepreneurs – that, with proper awareness and planning, can be overcome:

  • The process is tough! – Assessing, strategizing, planning, preparing, course correcting, crafting, marketing, negotiating, executing, and closing an exit is hard work. Although business owners do many of these disciplines every day, the mindset, tools, and processes are unfamiliar to most owners.
  • Ownership thinking – We think, “Grow,” not “Move-on.” Early in our business lifecycle, we believe “Grow or Die” and later on, “Grow and Sustain,” then even perhaps “Grow and Maximize” for personal wealth or legacy purposes… Exit Planning, however, seems antithetical to all we have done and uses a part of our brain that is not likely to engage while simultaneously running a company.
  • Amateurs – We are not pros at exiting. Most entrepreneurs will exit only once or twice in their lifetimes and business careers. Part of what we have achieved through running a business is the subject matter or industry expertise in our given field. Exiting is not our specialty, so we often neglect the discipline of exit planning as it’s something outside our comfort level. 
  • Timing the Market – Listening to the media or timing macroeconomic cycles that we can’t control causes further paralysis for business owners.

These factors keep many business owners stuck without a firm decision to form a winning exit strategy. We procrastinate, however, at our own peril.

I was ill-prepared for my first marathon (my longest run was 15 miles). After hobbling across the line, totally spent, and missing my goal significantly, I learned my lesson and made sure that the next time, I would have a plan and stick to it. I was prepared, however, for my second race. The last three miles to the finish line were still challenging, but having a plan and being 100% ready for the mental and physical rigors made the journey that much sweeter.

Selling your business is like a marathon. You may wake up one day and decide you want to do it, but having a plan makes it all the more worth doing.

The following questions an Entrepreneur must ask are:

  1. Am I mentally and financially prepared to live a life without my company as part of my identity?
  2.  Am I financially prepared to maintain my lifestyle and meet my retirement goals by selling my company?

As we will see, having a plan to maximize value is only part of the readiness equation.  

Exit Well!

To arrange a confidential call to discuss how Merit Investment Bank helps companies and their leaders take share and achieve exit velocity, please call:

Craig Dickens, CEO @ 253-370-8893 

Email Craig.Dickens@meritinvestmentbank.com 

 Book A Discovery Call

Date:
Analyst:
Client / Target:
Buyer / Acquirer:

1. Executive Summary

Provide a concise overview of the buyer, their relevance to the transaction, and the recommendation outcome.

  • Buyer Type: [Strategic / Financial / Individual / Family Office / PE Group]
  • Transaction Objective: [Acquisition / Merger / Investment / Minority Stake]
  • Fit Summary: [Strong / Moderate / Weak]
  • Recommendation: [Proceed / Further Review / Not Recommended]

2. Buyer Overview

Detail the buyer’s background, structure, and operational scope.

  • Legal Name:
  • Headquarters Location:
  • Founded:
  • Ownership Structure: [Public / Private / Subsidiary / Fund-backed]
  • Key Executives: [List Names and Titles]
  • Business Description:
    • Core business model and markets served
    • Recent performance highlights
    • Strategic direction and acquisition history

3. Financial Profile

Provide financial strength and acquisition capacity.

Metric FY2023 FY2022 FY2021 Notes
Revenue $ $ $
EBITDA $ $ $
Net Income $ $ $
Debt / EBITDA
Liquidity (Cash & Equivalents)
Credit Rating / Bank References

Observations:

  • Assess financial stability, leverage, and acquisition funding capacity.
  • Note any recent financing rounds or divestitures that may impact transaction readiness.

4. Strategic Fit Analysis

Evaluate how the buyer aligns with the target’s sector, operations, and value proposition.

Factor Evaluation Comments
Market / Sector Alignment
Product / Service Synergies
Geographic Overlap
Cultural / Leadership Compatibility
Acquisition History

Summary:

  • Highlight integration opportunities and strategic rationale.
  • Discuss any potential conflicts (e.g., overlapping clients or competitive products).

5. Transaction Readiness

Assess buyer’s ability and intent to complete a transaction.

Criteria Rating Notes
Deal Experience High / Medium / Low
Management Commitment High / Medium / Low
Financing Certainty High / Medium / Low
Speed to Close High / Medium / Low
Due Diligence Responsiveness High / Medium / Low

6. Risk Assessment

Identify potential issues that could affect deal success.

  • Operational Risks: [Integration complexity, cultural mismatch, regulatory exposure]
  • Financial Risks: [Over-leverage, uncertain funding, market volatility]
  • Reputation Risks: [Litigation, ethics concerns, public perception]
  • Execution Risks: [Deal fatigue, management bandwidth, approval bottlenecks]

7. Conclusion and Recommendation

Summarize the findings and proposed course of action.

  • Overall Buyer Rating: [A / B / C / D]
  • Transaction Feasibility: [Strong / Moderate / Low]
  • Recommended Next Step:
    • Proceed to next phase of discussions
    • Request additional diligence materials
    • Discontinue engagement

8. Appendices

  • Financial statements (summary extracts)
  • News articles and acquisition announcements
  • Management bios
  • Comparable transactions

Merit Investment Bank as a leading boutique investment bank is focused on entrepreneurial middle-market companies. Merit Investment Bank Executes sell-side M&A, buy-side M&A, and capital advisory services, debt and equity capital raises, corporate finance, and valuation services.

Securities offered through Finalis Securities LLC Member FINRA/SIPC. Merit Investment Bank and Finalis Securities LLC are separate, unaffiliated entities.

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