It seems to me that rents have not quite caught up to home prices so I probably wouldn't be able to cash flow until I've lived in the property myself for a couple years. (2) I'm also debating how big of a project to take on for my first time.

MLS data - average days on market, median cash flow, median rent, median price per sq. foot

Definitely tough to make properties cash flow unless you are creative and add value like ADU’s. 

MLS data - average days on market, median cash flow, median rent, median price per sq. footThoughts?

I’m not worried about recapture because I buy in appreciating markets that also cash flow as an STR. 

It will take (300 divided by 1.6) 187.5 months or 15.6 years for you to put away $300K from cash flowing the property (This assumes that the property is never vacant)When considering the time/cost of money, i.e. inflation, the value of the $300K from renting over 15 years is small versus having the $300K now.I would sell.

I've heard of mentees who started cleaning up construction areas on a flip at the end of each work day or picking up supplies at Home Depot and delivering them to the job site.

Cash flow, we don't buy any properties less than 50% of what they're worth, all our properties we own make positive cash flow in a modest way and these tow items are deal breakers if they don't pass that's test for us on str.

They all look very solid, fundamentally-sound, have clean lines, and are very attractively priced.

Cleaning out the property - the designated next-of-kin and executor will be responsible for removing and dispersing the deceased tenant’s belongings before the lease period is over.Unfortunately, it does look like this can be a long process and patience will be needed as you will be dealing with an estate.