Introduction

Valuation questions tend to become most consequential when assumptions are tested by transactions, scrutiny, or changing circumstances.

This issue focuses on what happens when those assumptions meet reality—how governance gaps, financial readiness, and structural choices affect not just valuation conclusions, but negotiations, deal terms, and ultimate outcomes.

Valuation Matters  

Commentary

Context & Observations


Practice Notes

Dusty but Dangerous: the Outdated Buy-Sell Agreement

Somewhere in your office, a buy-sell agreement is sitting untouched — drafted years ago, signed when relationships were smooth, and then filed away.

That’s common. It’s also risky.

Buy-sell agreements are not static documents. As businesses evolve, ownership changes, and tax rules shift, agreements that once made sense can quietly become misaligned with reality. When a triggering event occurs — retirement, disability, death, divorce, or a forced exit — that outdated document suddenly governs a very real and very consequential transaction.

Here’s how to make sure yours still works.

What a Sound Buy-Sell Agreement Should Include

  • Clearly defined trigger events (death, disability, retirement, termination, divorce, bankruptcy — explicitly addressed).
  • A valuation mechanism that functions in practice:
    • Fixed price: simple, but typically outdated almost immediately.
    • Formula: more flexible, but often fails to keep pace with business complexity or market change.
    • Appraisal process: generally the most durable and equitable approach, particularly for growing or multi-owner businesses.
  • Realistic funding provisions (insurance, promissory notes, timing of payments).
  • Coordination with tax and estate planning considerations, especially in family-owned enterprises.
  • Explicit shareholder agreements drafted while relationships are stable.

Indicators That a Review Is Overdue

  • The agreement relies on a fixed price or a formula that has not been updated in many years.
  • The company’s size, profitability, capital structure, or risk profile has changed materially.
  • Ownership has changed.
  • Tax or estate planning rules have shifted.
  • Buyout funding assumptions are optimistic or unclear.
  • Shareholder personal circumstances have changed.

Any one of these is reason enough to revisit the document.

Practical Next Steps

  • Retrieve the agreement.
  • Review the trigger and pricing provisions with today’s business in mind.
  • Involve legal, valuation, and tax advisors.
  • Evaluate whether the company could realistically fund a buyout under current terms.
  • Update the agreement and establish a regular review cycle — typically every two to three years, or after major business events.

Final Thoughts

A buy-sell agreement is a business-continuity instrument, not a one-time legal exercise. It should evolve as the business does.

Review it proactively. Update it deliberately. Doing so now is far easier than discovering its shortcomings when a triggering event leaves no room for adjustment.

Valuation Matters  

In Closing

If you found this issue useful, feel free to forward it to a colleague who may encounter similar valuation questions.

If a valuation, transaction, or dispute-related issue would be useful to discuss—or if there’s a topic you’d like to see addressed in a future issue—I’m always glad to compare notes.

-- WT

William W. Thomsen, CFA, ASA
Business valuation and advisory services
Grobstein Teeple, LLP

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Valuation Matters