What Long-Term Landlords Wish They Had Known Sooner

August 06, 2025 • Estimated Reading Time: 4 minutes

In partnership with

Learn from this investor’s $100m mistake

In 2010, a Grammy-winning artist passed on investing $200K in an emerging real estate disruptor. That stake could be worth $100+ million today.

One year later, another real estate disruptor, Zillow, went public. This time, everyday investors had regrets, missing pre-IPO gains.

Now, a new real estate innovator, Pacaso – founded by a former Zillow exec – is disrupting a $1.3T market. And unlike the others, you can invest in Pacaso as a private company.

Pacaso’s co-ownership model has generated $1B+ in luxury home sales and service fees, earned $110M+ in gross profits to date, and received backing from the same VCs behind Uber, Venmo, and eBay. They even reserved the Nasdaq ticker PCSO.

Paid advertisement for Pacaso’s Regulation A offering. Read the offering circular at invest.pacaso.com. Reserving a ticker symbol is not a guarantee that the company will go public. Listing on the NASDAQ is subject to approvals.

Long-Term Rentals – What No One Tells You Until It’s Too Late

Long-term rentals sound safe and steady.

Buy a house. Rent it out. Collect checks. Retire on autopilot.

But here’s the part they don’t put in the brochures:

Long-term rentals come with long-term problems.

Here’s what no one tells you—until it’s too late:

1. You’re Marrying the Neighborhood

Markets change. What was a decent B-class area in 2015 might feel like a C-minus in 2026. If you hold for the long haul, you’d better love the zip code’s trajectory.

2. Deferred Maintenance is a Silent Killer

Small problems compound. That slightly leaky roof? The outdated HVAC? Over ten years, you’ll either fix it... or pay for not fixing it—with interest.

3. Appreciation Isn’t a Guarantee

Buying in hopes the value will climb? That’s not investing—that’s wishing. Buy for today’s cash flow, not tomorrow’s maybe.

4. Tenants Stay... and So Do Their Habits

A “great tenant” who pays on time but smokes inside, ignores upkeep, or treats your property like a frat house? That’s still a loss.

5. Property Management Can Save You—Or Bleed You

A good manager is gold. A bad one will quietly destroy your ROI. Vet hard, review often, and trust, but verify.

Bottom Line:

Long-term rentals can build wealth—but only if you manage the details like a hawk. Passive income isn’t passive. It’s front-loaded work with back-end reward—if you do it right.

Fact-based news without bias awaits. Make 1440 your choice today.

Overwhelmed by biased news? Cut through the clutter and get straight facts with your daily 1440 digest. From politics to sports, join millions who start their day informed.