As a land broker, usually when someone says they want to "build a tiny home on some land one day", it's a pipe dream, and since we are commission-only people, it's scary to spend a lot of time with people who can just change their mind at any time, after we've put in a lot of time holding their hand. 

Since you hold a license you are held to different standards and requirements.

Also, you may find yourself falling behind on your flip if you are trying to manage it all yourself while holding down the W2.Get involved in your local community and find your niche!  

I also know the property will likely appreciate but I am not sure if it’s worth holding for that.

Each custodian decides what type of assets they are willing to hold.

Investment Info:Single-family residence buy & hold investment.

I am not 100% certain of/if there is any tax benefit(s) but given my plan to hold forever it seems like having everything under one umbrella makes the most sense in the long term.

@Ashley Busby I haven't as of yet but thanks for holding my feet to there fire.

There are plenty of nonQM products that have no seasoning period for the refi that will have much friendlier terms for a property you are going to hold and rent. 

Best wishes project is on hold now because of interest rates and the general investment climate