Given you had 250,000 liquid why wouldn’t one:1) Purchase a 3 Bedroom 2 Bath Condo2) Rent out two rooms for 900 monthly each 3) Take the third room “effectively removing your rent payment you will need anywhere”Result - 2700 x 12 = 32,400 minus 10,000 for HOA and Yearly Property taxes. 

Getting those to drain well eliminates the mini ice rinks and usage of salt. 

Will this effect my chances of getting an FHA loan as a first time home buyer?

Is there a rule of thumb in terms of reserves/savings you must hold before buying your next (beyond the down payment) - in effect planning for the worst.

This is one of those scenarios where I'm glad I've 'learned' to work with a good mortgage broker that can help me understand where the market may be headed.well i know investor pricing popped up a bit when it went into effect.. 

As far as what I'm reading at the moment, I'm loving "The Compound Effect" and using "Flash Boys" as a switch up. 

This effectively prohibits checkbook IRAs.If such investments are held beyond December 31, 2023, then the entire IRA account will be deemed to have been distributed.See https://waysandmeans.house.gov..., then follow the link at the bottom of the page for specific language for each section above.Many SDIRA custodians are encouraging their clients to write to their representatives on this issue. 

In addition I have read books and talked to investors but I am still struggling to analyze deals effectively.

I'll keep my ears and eyes open for an aggressive/effective landlord attorney.

I suggest putting in something like a schlage camelot lock with a keypad to eliminate keys.