My hope is I can gain their trust as a property manager and eventually be the one they turn to to sell later on or refer for business in the future.

It also requires gaining a level of sophistication and knowledge that not everyone has the time, inclination or ability to do.

Consider the "2 of the last 5 year rule" to avoid capital gains. 

And, the longer you wait to act, the longer the squatter stays - and even gains some legal protections to stay while your waiting on a slow court system to act on an eviction. 

. ✌️ (and don’t forget to calculate short term capital gains tax - that’s why I prefer passive income over flipping)

I'm trying to learn and gain confidence for when I'm ready!

Also Chip and Joann Gaines and put this town on the map with their show on TV.

And if you convert it to a rental you’ll be facing a $200k taxable gain. 

It also requires gaining a level of sophistication and knowledge that not everyone has the time, inclination or ability to do.

*As a side note, I think maybe it would be fun also to try and identify where new technology or machine-learning driven approaches could increase efficiency in the spaceAs for my financial situation, personally, I have around 50k saved but 20k of it is tied up in assets I don't want to pay capital gains tax on.