HOA fees, in particular, seem to be the biggest hurdle.

I also am very interested in purchasing more STRs, and this is a really low risk way to see if I'm up for it (we have a 2.9% interest rate on our mortgage).My biggest concern is an ongoing plumbing issue we have had.

Biggest thing is not letting the tax tail wag the dog. 

For practitioners in the real estate industry, the biggest challenge is not just the difficult work, high risks, or immense pressure, but the necessity to learn to let go of complete control over outcomes.

It’s mentally tasking, which is my biggest battle now.

It wasn’t the biggest spread, but the experience was priceless.

I like option 2 to diversify the investments in 3 smaller rental propertires, 3/2 around 1500 sqft, in good school districts which will open the biggest pool of tenants. 

Vacancy hurts a bit more, but the biggest issue with renting out large homes is turnover cost.

Using different colors was one of the biggest mistakes we ever made in the early days; tracking the colors even with a spreadsheet was a nightmare, as was keeping dozens of different touch up colors in the storehouse. 

Quote from @Adam Ortiz: Hey everyone,My biggest dream is to own my own property, and start developing some cash flow.