Business Acquisitions

How to evaluate an operating business.

A practical framework for reviewing a business before buying it — and the criteria behind Simon Leizgold's own interest in established service companies.

Framework

What buyers should examine.

Revenue quality

Revenue is the easiest number to inflate and the least informative on its own. What matters is where it comes from, how repeatable it is, and whether it was produced by pricing discipline or by discounting.

A three-year view of revenue split by service line, job type, and customer usually explains more than any single annual total.

Profitability and margin

Gross margin, measured after direct labor and materials, shows whether the work itself is worth doing. When revenue grows while margin declines, the business is buying growth with its own profitability.

Owner compensation, related-party rent, and non-recurring add-backs should be tested against documentation rather than accepted as presented.

Cash flow

Cash flow after debt service, working capital needs, and real maintenance capital expenditure is what actually pays for an acquisition. A profitable business can still be cash-constrained, particularly when growth is consuming receivables and inventory ahead of collections.

Existing management

If the owner personally holds the customer relationships, pricing knowledge, and scheduling logic, the buyer is acquiring a role as much as a business. A capable manager and documented processes shorten the transition and narrow the range of outcomes.

Customer concentration

Concentration is not automatically disqualifying, but it changes valuation, financing, and structure. The question is what happens if the largest relationships do not renew after the ownership change, and whether the deal terms account for that possibility.

Recurring revenue

Maintenance agreements, service plans, and long-standing commercial accounts create demand that does not need to be re-created each month. Recurring revenue reduces marketing dependency and makes forecasting realistic — both of which affect what a business is worth.

Financing

Acquisition financing usually combines buyer equity, bank debt, and in many small transactions a seller note. Each layer carries its own covenants and timing, and lenders typically require seller debt to be subordinated or placed on standby.

The structure should leave a genuine cushion. A transaction that only performs when every month meets plan is fragile regardless of how attractive the individual terms appear.

Operational risk

Licensing held personally rather than by the company, technician turnover, deferred equipment replacement, warranty exposure, and dependence on a single supplier are risks that rarely appear on a financial statement but frequently determine the first year of ownership.

Opportunities for improvement

The most reliable thesis is a sound business that has never had disciplined marketing, consistent pricing, or basic performance tracking. Those improvements are achievable with attention. Theses that require a new market, a new product line, or a large capital project should not be necessary to justify the price.

These questions are explored in more depth in the insights section — including questions to ask before acquiring a business, the importance of due diligence, and why revenue doesn't tell you whether a business is a good acquisition.

Approach

How Simon evaluates a candidate.

Target Profile

Service-based businesses with steady demand, loyal customers, and an operating team worth keeping.

Deal Structure

Cash, seller financing, earn-outs, and installment structures — considered around the seller's tax situation and transition timeline.

Post-Close Plan

A marketing and sales operating system installed early, alongside operational discipline that preserves what already works.

What Fits

Current acquisition interests.

  • Home services, HVAC, plumbing, and adjacent B2B categories
  • Durable, recurring customer relationships
  • Established local reputation and referral base
  • Owner willing to transition operations
  • Clear operational or marketing upside
  • Southeast U.S. — with a Florida preference
Why Sellers Engage

A different kind of buyer.

Confidential Process

Conversations stay private. No brokers marketing your business to the whole market.

Flexible Structure

Cash, seller financing, or a hybrid — designed around your goals, not a template.

Operator, Not a Fund

You're speaking directly with the person who will be involved in running the business — not a committee.

Care for the Team

The employees, customers, and reputation you built stay intact after close.

Related: business development, real estate investing, and about Simon Leizgold

Ready to discuss an opportunity?