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Ready for property #2 (or #5)? Score yourself across 8 expansion dimensions: financial reserves, operational systems, team capacity, market knowledge, tech stack, legal compliance, time availability, and revenue stability. Get a go/wait/not-yet recommendation with specific gaps to close first.
What you'll get
Finances, ops, team, market, tech, legal, time, and revenue.
A clear recommendation based on your weakest dimensions.
Specific actions to close gaps before scaling.
How it works
Score yourself 1-5 across 8 expansion readiness areas.
Weighted readiness score with dimension-by-dimension breakdown.
Go/wait/not-yet recommendation with gap-closing priorities.
Try it free
No sign-up required. Results are instant.
Answer each question honestly. “Yes” = fully in place, “Partially” = in progress or incomplete, “No” = not yet done.
Cash reserves cover more than 6 months of operating expenses
All current units have positive cash flow
Debt-to-income ratio is below 40%
Dedicated emergency fund exists separate from operating cash
All payments are current (mortgage, utilities, vendors)
Spending fewer than 20 hours per week on current units
Standard Operating Procedures (SOPs) are documented
Reliable primary cleaning team is in place
Maintenance vendor network is established
Backup cleaning team is available for sick days / emergencies
Co-host or virtual assistant handles guest communications
On-call handyman available with <4hr response time
Target market has been researched (seasonality, ADR, occupancy)
Local STR regulations and permit requirements are understood
Direct comp set in target market is identified
LLC or legal entity is in place for each market
STR-specific insurance policy is active with adequate coverage
All required permits are current and in good standing
Property management system (PMS) is in place
Dynamic pricing tool is active (PriceLabs, Wheelhouse, Beyond)
Channel manager syncs availability across all platforms
All current units are operating above break-even
Average guest rating is above 4.5 stars
Cancellation rate is below 2%
Family / partner supports the expansion plan
No signs of burnout from current portfolio demands
Comfortable delegating operations to others
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