It's great for managing at the property/unit level, but unfortunately, falls short on managing finances big picture once you add more property.

The challenge is that non-government jobs are often short-lived.

Been licensed for nearly a decade, I got into wholesaling shortly after because I was tired of losing deals and investors to wholesalers—I couldn’t beat them, so I joined them.

I would generally rent to them even if they are a little bit short on rent to income. 

I’ve been struggling with no bookings for two months and low view rate, and to top it off, the city just set stricter rules for short-term rentals.

A 4-plex would be ideal and you could play around with doing 1 long-term, 1 mid-term, and 1 short-term, plus you, if it works on your area to upgrade your income.

As someone who's spent the past 20 years building software to ingest massive amounts of random data, the short answer is, it's really difficult to get accurate contact data.

Short term rentals in St Pete are technically illegal but it doesn’t stop hundreds of other investors from doing it.

My specialty as an example is working with investors looking to build portfolios of Short Term Rental/ luxury vacation properties all across the US.  90% of my clients use the 10% down second home occupancy loan.  

My company now just me and two staff and we are about 20 mil in short term JV deals with higher profits and what most would think is higher risk.