Subscribe
Sign in
Home
Podcast
Learn STR
Testimonials
Grow Your STR to $10k Monthly
Work with J. Massey
About
Latest
Top
Discussions
The World Cup Host-City Playbook: Your Window Is Your Match Calendar
Eleven US cities, 78 matches — but your revenue window isn't the full 39 days, it's your city's schedule. Read its depth, compression, rules, and stays.
Jul 6
•
J. Massey
1
Is Your World Cup Airbnb Legal? The Fine Print That Can Cost $20,000
Every host city regulates short-term rentals — and they're tightening enforcement for the tournament, not loosening it. A 15-minute check beats a…
Jul 5
•
J. Massey
3
1
2
Will You Get World Cup Bookings? It's One of Four Things
Demand is real but concentrated. An empty calendar during the World Cup is almost never the market — it's one of four fixable levers: proximity, price…
Jul 4
•
J. Massey
Is It Too Late to List for the World Cup? Three Questions Decide
The group stage is over, but the knockout rounds run through July 19. Three yes/no questions decide whether you move now — or skip it clean and wait for…
Jul 3
•
J. Massey
How to Price Your World Cup Window Without Emptying Your Calendar
Most operators price with pride and watch the night expire at $0. Price to the demand curve instead — match days, shoulder days, off-peak. Here's the…
Jul 2
•
J. Massey
1
The World Cup's Tax-Free Window: The 14-Day Rule Most Hosts Miss
Rent your home 14 days or fewer during the World Cup and the income is federally tax-free. Hit 15 and you owe on all of it. Here's how the cliff works.
Jul 1
•
J. Massey
1
3
June 2026
The Mid-Year STR Audit: 5 Numbers to Check Before Q3
It's the end of June. Run these five numbers before you coast into summer — they decide whether the back half of your year compounds or quietly leaks.
Jun 30
•
J. Massey
1
2
Turn Your Guest Spreadsheet Into a Marketing System (Without Breaking Airbnb's Rules)
Stop leaving repeat bookings on the table. How to capture consented guest emails and build an automated email machine that compounds your direct…
Jun 28
•
J. Massey
1
What the 2026 World Cup Is Teaching STR Operators (From the Inside)
It's not creating opportunity. It's exposing who built systems and who's winging it.
Jun 27
•
J. Massey
2
2
How One Host Added $2,300 to a Single Airbnb — Without Raising the Rate
Two off-platform revenue streams that sit on top of a booking you already have.
Jun 26
•
J. Massey
2
1
Real Estate Financing Explained in Simple Math
They make financing sound complicated to protect their fees. It's four numbers and one ratio — price, down payment, note, and loan-to-value.
Jun 25
•
J. Massey
The 5 Most Expensive Mistakes New STR Operators Make
Regulations, platform dependence, the wrong insurance, underpricing, and ignoring the real numbers — the five avoidable mistakes that cost new operators…
Jun 24
•
J. Massey
1
1
This site requires JavaScript to run correctly. Please
turn on JavaScript
or unblock scripts
