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Live Webinar

Exit Ready: What Buyers Look for in Short-Term Rental Companies

Actionable insights to increase your valuation and avoid costly mistakes during a sale.

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Tuesday, June 24, 2025 at 10am - 10:45am PST

Zoom

Thinking about selling your short-term rental (STR) business, or just want to build a more valuable one? In a recent Topkey-hosted webinar, industry experts unpacked what it really takes to get “exit ready.” Whether your timeline is next year or five years out, the insights shared can help you run a healthier, more scalable, and more sellable business.

The panel featured:

Here are the key takeaways from this high-impact session:

1. The Current State of M&A in STR

Mergers and acquisitions in the vacation rental industry are back on the rise. While the post-COVID era brought volatility and uncertainty, the market is now showing signs of stabilization:

  • Buyers and sellers are regaining confidence.
  • Valuations are more predictable.
  • Deal flow is increasing.

As Dylan put it, “We’re not back to 2021’s all-time highs, but we’ve returned to a balanced, healthy M&A market.”

2. What Buyers Are Looking For

If you're hoping to attract a buyer, you need more than a decent portfolio, you need operational excellence. The panel broke it down into key areas:

Market Strategy

  • Portoro targets emerging premium markets (e.g., Winter Park, not Aspen).
  • Stoic Lane prefers traditional vacation markets with consistent demand and less regulatory risk.

Financial Health

  • A stable revenue stream with $1M+ in EBITDA is typically the floor for most platform acquisitions.
  • Smaller companies can still sell—but often at lower multiples unless there's exceptional growth or strategic value.

People and Operations

  • Great local teams are non-negotiable.
  • A business that runs smoothly without owner involvement is highly attractive.
    • “If you can take a month-long vacation and your business doesn’t implode, you're on the right track.” – Nick Roso

3. Top Metrics That Matter

If you're planning to sell, or simply want to operate like a pro, track these metrics religiously:

  1. EBITDA (Earnings Before Interest, Taxes, Depreciation, and Amortization) – the core valuation metric.
  2. Gross Revenue & Take Rate – how much you make and how much you keep.
  3. Homeowner Churn – not just the number, but the reason behind it (e.g., sale, dissatisfaction, competitor switch).
  4. Unit Mix & Property Profitability – understand which homes are driving margin.
  5. Guest Reviews – reputation matters; tools like Revinate can help track feedback.
  6. Direct vs. OTA Bookings – a healthy split (30–40% direct) signals brand strength.

4. Clean Financials Are a Must

Every panelist agreed: messy books are deal killers. If you want to exit, or scale, you need solid financial reporting. This includes:

  • Up-to-date P&Ls
  • Itemized expenses
  • Clear commission/fee structures
  • Reconciled channel fees
  • Payroll and cleaning cost visibility

“If you plan to run your business like you're going to sell it, whether or not you actually do, you’ll run a better business.” – Dylan Burgess

5. Valuation Multiples: What to Expect

Multiples vary depending on company size, profitability, and market complexity. Here's a quick breakdown:

  • < $1M EBITDA: Typically 3–5x
  • > $1M EBITDA: Can go 5x+ depending on growth, team, and operational maturity
  • Platform-worthy businesses with 150+ units and full teams are commanding higher multiples
  • Per-unit acquisitions may be based on 1.25–1.75x annual commissions

Remember: structure matters. Earn-outs, seller financing, and other creative terms can help bridge valuation gaps.

6. Deal Structure & Post-Sale Integration

The deal doesn’t end at the close. A successful acquisition depends heavily on:

  • Alignment of values and vision between buyer and seller
  • Integration support and team retention
  • Strategic growth potential, not just current numbers

Nick emphasized, “If you’re not aligned with the buyer, the transition’s going to be rough. It’s not just about the numbers, it’s about where you’re going.”

7. Steps to Take Now (Even If You're Not Selling Yet)

  • Hire accounting help (in-house or outsourced)
  • Track key metrics: unit growth, churn, take rate, profitability
  • Document everything—especially reasons for churn and source of new owners
  • Invest in tools like Topkey for real-time visibility
  • Talk to advisors like C2G, even just to assess readiness
  • Build a strong team that doesn’t depend on you

Final Thoughts

This session wasn’t just about preparing for a sale, it was a masterclass in building a resilient, well-run business.

Speakers

Dylan Burgess
Vice President of M&A, C2G Advisors

Speaker

Dylan Burgess is a seasoned professional specializing in vacation rental mergers and acquisitions (M&A). With nearly 10 years of industry experience, Dylan has managed acquisitions and post-close company integrations for large industry buyers including Vacasa and VTrips. Dylan built an M&A program at Vintory to bring large company experience to small Buyers and Sellers. He currently serves as the Vice President of M&A at C2G Advisors, a leading consulting firm dedicated to the short-term vacation rental sector.

Dustin Abney
CEO, Portoro

Speaker

As the founder and CEO of Portoro, Dustin and his team have completed 10 acquisitions in under 3 years and are on target to reach 1,000+ properties under management by the end of 2025. Portoro is a tech-enabled PM with a focus on emerging premium markets and luxury homes across the US. Prior to Portoro, Dustin co-founded and led a vertically integrated real estate fund and property management company, D. Alexander, focused on single-family vacation rentals, where he served as President and COO. As AvantStay's VP of Homes division, he led the development/construction, interior design, supply chain, M&A integrations, and openings teams, ensuring fast, quality, and scalable execution of organic growth and deployment of their institutional PropCo fund. Before D. Alexander and AvantStay, Dustin served as Vice President at Zillow Group following the successful acquisition of Dotloop, where he was a founding team member of a SaaS real estate transaction management solution. He is a licensed Property Manager In Charge with over 13 years of experience in the real estate and hospitality industry.

Nick Rosso
Principal, StoicLane

Speaker

Nick Rosso is a Principal at StoicLane, a private holding company focused on acquiring and building market-leading businesses in the finance, insurance, and real estate services sectors. In his role, Nick leads StoicLane’s investment team, which has completed over 60 acquisitions since the firm’s founding in 2021.

In 2022, StoicLane launched the Monarch Collective, a consortium of the country’s premier vacation rental companies. Monarch currently manages approximately 6,000 homes across 20 markets and is dedicated to supporting, empowering, and scaling established local property management companies in major vacation destinations across the United States.

Prior to joining StoicLane, Nick began his career as an investment banking analyst at Wells Fargo Securities in Charlotte, NC, in the Financial Institutions Group. He holds a Bachelor of Science in Finance with a minor in Economics from Wake Forest University and currently resides in Miami.

Darren Carter
Head of Demand Generation, Topkey

Moderator

Darren Carter is the Head of Demand Generation at Topkey, the leading platform for helping property managers automate their finances. Before joining Topkey, he spent over 13 years at various technology companies, specializing in fintech and startups, including founding and selling his own company in 2020. He lives in Boulder, CO, with his wife, puppy, and soon-to-be-born baby daughter.

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