Some conventional programs go up to 50% DTI as well. 

Also consider putting the property in an LLC for asset protection.

Don’t rule that out if you need just 50k at a clip to buy properties as well.

Wealthy 2nd homeowners looking for someone to manage their home 11 months out of the year will gladly pay higher fees if you can demonstrate you’ll properly take care of their home and perform well.

@Srinath GopinathanI don't have an exact answer for you - but would guess that it is because the the covenants and bylaws spell out what the separations are between what the HOA is responsible for, as well as what the condo owner is responsible for.  

I know them well.

I may be able to give you some guidance there as well as I figure it out!

Since the remaining tenants have still been paying, I'm not sure that I can treat the MIA tenant as absent.Let's say the remaining tenants decide to move out (probably because they will eventually have trouble paying) and I make the refund check payable to all the tenants per the rental agreement (and to protect myself against claims from the MIA tenant), but they can't cash it because they can't reach this third roommate.Any recommendations on what to do with the money or what course of action to take?

Thanks @Caleb BrownIts going well! 

I don't have funds for the roof, or to replace the outside supporting wall frame and stucco.However the bank has changed the locks on me multiple times to "protect their asset", which got me wondering, would they also put a new roof on it and repair the rot to protect their asset?