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Founder Bottleneck: Plan Two Exits From Day One (Della Kirkman)
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Founder Bottleneck: Plan Two Exits From Day One (Della Kirkman)

Executive Summary

The founder bottleneck does its most expensive damage on the day you try to sell. Most owners price the business by what they need for retirement. A buyer prices it by what will still run after the owner leaves.

Della Kirkman is a CPA who works on both sides of small business deals, buy side and sell side, with a lot of financial due diligence in between. She went from waiting tables to buying a tax practice, growing it and selling it, and she runs Shift-N-Gears, a newsletter for people who want to buy, grow and sell a small business.

Nate Grossman and Simone Henry talk with Della about the two exits every owner should plan from day one: out of the day-to-day, then out of the business. She explains how founder dependency shows up in due diligence, why the owner who closes every sale should document the process before hiring a seller, and how business systemization, down to a data room kept current every quarter, protects the price. She also walks through her own deal: no down payment, and 20 percent of monthly revenue for five years.

This episode is for founders of $1M to $10M service businesses who plan to sell someday, or who want the business to run without them. You will leave with a first step for each exit that you can start this month.

If what Della shared resonated and you want to get your business ready to sell, start with her free download, 9 Steps to Selling Your Business, at shift-n-gears.com/9-steps-to-selling-your-business. Della is a CPA who works on both sides of the deal, buy side and sell side, with a lot of financial due diligence in between. Find her on LinkedIn as Della Kirkman, CPA, and watch her YouTube show to see your business the way a buyer sees it.

If this conversation made you realize you are not sure where your biggest growth constraint actually is, subscribe to The Growth Ceiling newsletter at thegrowthceiling.com. Each week, one real growth constraint and how to spot it in your own business.

Subscribe to The Growth Ceiling wherever you listen. And if this episode helped you see something differently, send it to one founder who needs to hear it.

Key Takeaways

  • Owners should plan two exits from day one: first from day-to-day operations, then from the business itself.
  • Buyers assess what will keep running after the owner leaves, rather than pricing a business according to the owner’s retirement needs.
  • Documenting how the owner closes sales before hiring a seller can help reduce founder dependency during due diligence.
  • Keeping business systems and a data room current each quarter can help protect the sale price.
  • Della Kirkman’s own acquisition deal had no down payment and paid her 20 percent of monthly revenue for five years.

Frequently Asked Questions

What are the two exits owners should plan for?

First, exit the day-to-day operations; then, exit the business.

How was Della Kirkman’s deal structured?

It had no down payment, with 20 percent of monthly revenue paid for five years.

What should an owner who closes every sale do before hiring a seller?

Document the sales process.

How often does the episode recommend updating the data room?

Every quarter.