From the notebook
Buyer-side math, written down.
Every post pairs a calculator or a city report with the underwriting logic behind it. No hot takes, no AI fluff, no popup that asks for your email before you've read a sentence.
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Insurance 5 min readWhy homeowners insurance won't cover your Airbnb — and what does
Standard HO-3 policies exclude STR use. AirCover is a backstop, not coverage. The four policy types that actually cover short-term rentals, and what each one costs.
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Regulation 6 min readReading an STR ordinance before you buy: the 7 questions every buyer should answer
STR regulations vary by city, evolve fast, and can kill a deal at closing. Seven questions to answer in writing before you submit an offer.
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Financing 6 min readHow much down payment for an Airbnb? The real numbers by loan type
20%, 25%, or 30% down. PMI, rate spread, and reserves by loan type — what each option actually costs over five years.
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Underwriting 5 min readCash-on-cash return: what good numbers look like for STRs in 2026
8%? 12%? 18%? Realistic CoC return benchmarks for short-term rentals in 2026, plus the line items most buyers miss when calculating.
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Underwriting 6 min readAnalyzing Airbnb comps before you buy: how to read three listings honestly
Three listings, four data points each. The framework underwriters and seasoned hosts use to estimate revenue without buying an AirDNA subscription.
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Startup Costs 5 min readAirbnb furnishing budget — realistic per-bedroom ranges in 2026
$15,000? $25,000? $40,000? Honest furnishing cost ranges for a 3-bedroom STR in 2026, by quality tier — and which line items make or break the listing.
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Startup Costs 5 min readYear-1 Airbnb startup costs: the line items most buyers miss
Closing, furnishing, reserves, and the 'last-mile' costs every new STR owner underestimates. A walk-through of the seven buckets that decide whether year 1 goes red.
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Financing 6 min readDSCR loan vs. conventional for Airbnb: which actually works
DSCR loans qualify on the property's projected cash flow, not your W-2. Here's when that math beats a conventional mortgage — and when it doesn't.
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More tools across the STR cluster
STR Host
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STR Ops
Running: turnover, dispatch, smart locks.
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STR Guests
Optimizing: house rules, welcome books, AI replies.
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STR Listing Audit
Auditing: title, photos, amenities, reviews.
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STR Manuals
Scaling: operator manuals & SOPs. Paid.
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