ReyMo

W2 by day, STR/MF Investor by night. 🏠 Founder of @Revestor — because tracking hours and receipts for your CPA should be easy. Feedback always welcome. 🛠️

[ReyMo @reymoinvests]

I almost lost $15,000+ in tax deductions last year.

Not because I did anything wrong.
Because I couldn't prove I did everything right.

Here's what I learned as a W2 earner with STR properties — and what I built because of it:

[ReyMo @reymoinvests]

The best STR bookkeeping habit is boring: separate every property from day one. Income, expenses, receipts, owner-use notes, mileage, repairs, cleaning, insurance, and participation logs should not live in one generic pile called “Airbnb stuff.”

[ReyMo @reymoinvests]

A rental spreadsheet usually fails in the same place: it tracks totals but not evidence. Your CPA needs to know what the expense was, which property it belongs to, whether it was repair/capex/personal, and where the receipt or note lives.

[ReyMo @reymoinvests]

STR owners can over-focus on the tax strategy and under-focus on the inputs behind it. Cost seg, depreciation, hours, expenses, receipts, closing docs, furniture, repairs — every number needs a source trail. The strategy is only as clean as the records underneath it.

[ReyMo @reymoinvests]

A spreadsheet can track totals. The hard part is keeping each number tied to a receipt, source doc, or note someone can understand months later. Tax season gets easier when rental records are organized by property before April.

[ReyMo @reymoinvests]

Your CPA does not want Airbnb screenshots. They want organized property-level records: income, expenses, receipts, documents, mileage, notes, hours if relevant. The screenshot might explain what happened. It usually does not organize the whole story.

[ReyMo @reymoinvests]

The gap between replacement cost and actual cash value on a $30,000 roof: about $28,000. Most landlords don't know which one they have until they file a claim.

[ReyMo @reymoinvests]

STR hosts — when did you last read your policy's "business use" exclusion? I just audited mine and found coverage gaps that would have surfaced at claim time, not before. What's your setup?

[ReyMo @reymoinvests]

STR operators running year-round rentals should carry a Business Owner's Policy — not a homeowners policy with a rider. BOP bundles property, liability, and business interruption coverage. $1M liability is table stakes. Platform protections are supplements, not substitutes.

[ReyMo @reymoinvests]

Standard homeowners policies exclude STR "business use" — your coverage vanishes during guest stays. The Triple-I just warned about this. Platform protections don't fill the gap. Most hosts don't find out until a claim is denied.

[ReyMo @reymoinvests]

STR hosts: what did your insurance renewal look like this year? Up, flat, or carrier dropped you entirely?

[ReyMo @reymoinvests]

Landlord insurance premiums up 25-50% in exposed markets. Standard 3-bed policy now $800-$3,000/yr. Most operators haven't rerun their cash flow with real insurance numbers.

[ReyMo @reymoinvests]

The question is not 'did you work on your STR?' The question is: can you prove it later? Calls, vendor coordination, guest issues, repairs, pricing, bookkeeping, planning, documentation — it all disappears unless you log it when it happens.

[ReyMo @reymoinvests]

In 2026, insurance is not a line item you check after underwriting. It can kill the deal. A property can look profitable with rent, ADR, and occupancy assumptions — then the quote comes back 30–50% higher than expected and the entire cash flow picture changes.

[ReyMo @reymoinvests]

Most STR investors do not have a profit problem. They have a visibility problem. Insurance renewals, repairs, mortgage payments, cleaning, platform fees, supplies, furniture, and taxes all live in different places. By tax season, the business is just a pile of memory and PDFs.

[ReyMo @reymoinvests]

@yieldsheet 60% occupancy + above-market ADR is the filter. Everything else is just hoping high gross covers bad ops.

[ReyMo @reymoinvests]

We just submitted 20 STR tax guides to Google's index — cost segregation, REPS hours, depreciation, deductions, the works. Every question an Airbnb host asks at tax time, answered in one place. https://t.co/4pUga7WhTr

[ReyMo @reymoinvests]

@yieldsheet Exactly. The delta is where operators either make money or don't — and most can't tell you which side they're on.

[ReyMo @reymoinvests]

Cost segregation on an STR can front-load $200K+ in depreciation deductions into Year 1. Most hosts never run the math. Here's how it actually works: https://t.co/dxnxCFBqcK

[ReyMo @reymoinvests]

Most STR hosts can't answer this: what counts as a material participation hour and what doesn't? We wrote the definitive breakdown. https://t.co/ARQGU37Upw

[ReyMo @reymoinvests]

STR demand rebounded +2% in March — highest since October. The real story: repeat guests up 5.1% YoY while new listings drag ADR growth below inflation. Established hosts with strong reviews are capturing repeat business at a premium. The market is splitting. Source: AirDNA