Dealmakers Podcast

Grow a Self Storage Business Through Acquisition

Dean shares how he used acquisition strategy, direct seller outreach, mentoring, due diligence, and operational improvements to grow a self storage business and build toward a larger exit.

Listen to the Episode

Episode 309  |  Runtime: 34:10  |  Audio Episode

Listen to the Episode

Hear Dean explain how acquisition helped him avoid slow cash flow build-up, find motivated self storage sellers, complete a deal quickly, and learn from a failed acquisition during due diligence.

Episode

309

Runtime

34:10

Topic

Self storage acquisition strategy

Format

Founder interview and acquisition case study

Key Takeaways

Three acquisition lessons from an operator using deals to accelerate growth in the self storage sector.

Acquisition Can Remove Years of Slow Cash Flow Build-Up

Buying an established self storage site can provide customers, revenue, and infrastructure from day one, avoiding the early losses that often come with opening a new facility from scratch.

Deal Flow Requires Structure Before Sellers Call Back

Dean generated strong seller response from direct outreach, but the episode shows why disciplined notes, follow-up systems, and confidence with larger numbers matter when opportunities arrive quickly.

Due Diligence Protects Time, Cash, and Focus

A later deal collapsed after deeper checks exposed debtors, operational disorder, hidden costs, lease issues, and capital demands that made the opportunity less attractive than the headline price suggested.

Episode Breakdown

In this episode, Jonathan Jay interviews Dean, a Mastermind member who grew his self storage business through acquisition after previously delaying his buy-and-build strategy. Dean explains why buying existing facilities can be more powerful than starting from scratch, particularly in a capital-intensive sector where rent, rates, utilities, and staffing costs can drain cash before occupancy reaches break-even.

The conversation covers direct seller outreach, rapid deal flow, confidence with larger acquisition targets, and the value of following a clear acquisition process. Dean explains how his first acquisition became cash flow positive, how operational changes increased profit, and how improvements such as pricing, insurance, layout changes, staffing structure, and better revenue management created material value after completion.

Jonathan and Dean also examine a failed acquisition where the agreed price looked attractive until due diligence exposed deeper problems. The discussion highlights lease costs, bad debt, unclear unit ownership, capex requirements, opportunity cost, and the value of having experienced advisers challenge the deal before completion. The episode is a direct case study for acquisition entrepreneurs who want to use mentoring, off-market outreach, and disciplined diligence to scale through business acquisition.

Best For

  • Business owners considering acquisition-led growth in a fragmented sector.
  • Buyers evaluating self storage sites, lease costs, occupancy, and operational upside.
  • Acquisition entrepreneurs building direct-to-seller deal flow.
  • Operators assessing hidden costs, bad debt, capex, and post-completion workload.
  • Dealmakers using mentoring, advisers, and peer groups to make better acquisition decisions.

Questions Answered In This Episode

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  • Step-by-step acquisition roadmap
  • Financing templates and lender contacts
  • Due diligence checklists
  • Deal closing procedures