My intention is to live in the basement, rent out the remaining bedroom to a long term roommate, and run the upstairs as a full time STR.I'm aware that the City of Littleton has strict short term rental regulations, but they do allow STRs as long as I have a license and I am occupying the property.  

But I want to become a REI and remain an agent.

The timing also seems favorable, with many motivated sellers in Florida.

While challenges remain, officials hope to leverage Olympic visibility to increase tourism and support broader economic growth.

We purchased for $95K, we put about $50K into it, it's currently rented for $2500/monthHouse 2: We purchased for $95K, we put about $80K into it, it's currently rented for $3500/monthCurrently working on finishing the rehabs for the remaining two houses.This is our forever home family compound, so we have no intention to sell and hope to continue improving and creating new streams of income from the property.

They have always motivated me.

That is definitely a motivator to seek a different market.

I know where they are and there is some motivation and responsibility here (hopefully).

Because you will wipe them out in a foreclosure, these lenders have more to lose than you and are supremely motivated to encourage your borrower to pay you.

All of this can be pretty scary for a newbie, so just hearing from people who have been successful is very motivational and inspires me to keep going.Your story sounds very similar to where I'd want to be in the not too distant future.