To name a few factors: your time commitment, ability to focus on marketing & sales, your network...As a current business owner, you may already have a pretty good starting point.Most agents close 1-2 deals their first year (if any)...

Replacing a sewer lateral is easily a $7500 repair; it's probably closer to $10k, and personally I would have prioritized it over t+p. 

But if the market for large STRs is thin, the basement might not add substantial value.Selling: Selling could free up cash for other investments with better returns, especially if you’re uncomfortable with the low ROI and management required for STR.It’s a tough call, but if STR potential is there, it might be worth a trial period to see actual cash flow before committing fully to the basement investment.

It has a lower turnover than STR but can bring in higher rent than traditional leases.Co-Living Arrangements: Renting rooms individually on a month-to-month basis could generate more income than a single long-term lease while reducing management hassle.Furnished Long-Term Rental: A furnished rental could allow for higher rent and attract tenants who don’t want the STR commitment but still value flexibility.Partner with a Local Boutique STR Manager: Some local companies manage STRs with lower fees than Airbnb's traditional managers and could help keep profits up without 20% fees.Hope that helps you with your decision!

Plus, t looks like this requirement has been in place since 2021, so I have not been in compliance - anyone have experience with this?

I've got my first deal under contract, but I'm struggling to find committed cash buyers/investors.

I would say if you vet the tenants appropriately no dog should commit that much in damages.

I had t  do a search for bad reviews. 

The IRS is stringent, and the primary time commitment in a non-real estate role may disqualify you, especially with passive management of your portfolio.2.

Here’s what I believe everyone except maybe the most experienced investor should do BEFORE committing to invest directly1.