7 December 2025 | 9 replies
I’ve been looking at different STR models lately (not Hawaii specifically), and one thing that keeps coming up is how big of a difference the marketing side makes compared to traditional PM.A couple things I’ve noticed from other investors’ experiences:• Direct booking + strong branding can make a huge impact in high-end STR markets• Relying fully on OTAs (Airbnb/VRBO) in luxury areas usually leaves money on the table• Having solid boots-on-the-ground is huge — not just for cleaning/turnovers, but for fast response times, quality control, and protecting the guest experience• Areas with high traveler expectations tend to reward hosts who manage the “guest journey” themselvesBreak-even cash flow being important makes sense, especially with Hawaii’s pricing and regulations.
4 December 2025 | 82 replies
You can also go into game theory here and model our economy.
24 November 2025 | 0 replies
In short, inflation is cooling, the labor market is softening, and consumer spending is holding up, an expected reflection of monetary tightening and cyclical slowdown.Rate Cut DebateA divide has grown further among members of the FOMC heading into their December meeting, where a rate cut remains on the table.
4 December 2025 | 10 replies
Hey Aaron, welcome to the game.
4 December 2025 | 2 replies
-How did you assess execution ability vs. just talking a good game?
1 December 2025 | 2 replies
I've been told that investors do this to keep crews busy or using cash, but still seems like a big amount of $ to tie up for riskier smaller gains.....I've sent out around 100 mailers to off-market so its just a waiting game as far as those are concerned.
28 November 2025 | 5 replies
That is the name of the game, the bigger the spread the more you can invest and the sooner you can get your money working for you.To build off of what I said above track your numbers.
25 November 2025 | 2 replies
Build a stand alone covered front patio with room for table and chairs, etc.
1 December 2025 | 2 replies
Feel free to throw in any other game changing self managing pro tips while you’re here 😊😊😊
1 December 2025 | 6 replies
Quote from @William Thompson: One thing I’ve noticed working with a lot of investors is this:People spend a ton of time researching markets, strategies, and financing…but almost no time building the habits that actually keep their portfolio healthy long-term.Here’s the simple truth:Your systems will make or break your growth.Not the market.Not the deal.Not even the interest rate.I’ve seen investors with average deals but great systems outperform people buying in the best markets with none.Things like:Keeping clean booksTracking expenses in real timeReviewing your numbers monthlyHaving a game plan before tax seasonThese aren’t exciting, but they’re the difference between “I think I made money” and “I know exactly what’s working.”Real estate is more forgiving than most businesses… but eventually, disorganization catches up.The investors who last are the ones who treat it like a business early — even when they only own one door.What’s one system or habit that’s helped you stay organized as your portfolio grows?