Currently small business owner wanting to diversify. 

Good Evening BP Members, I am trying to help out a home owner in a stressful situation and was wondering if there was any advice/thoughts on a buy and hold investor in the Houston area for this situation: Owner has a squatter in the home who refuses to leave.

For the terms and conditions these would be up to you and the owner of the property, talk with an attorney about your lender laws for your state as there could be limits on what you could charge.

(property 1)estimate repair cost  10k purchase price was 5k arv is 30k(property 2)estimate repair cost 3k purchase price $3500 with a 5k note the owner is carryingexpected project completion date 10/1/16.

The current owners are looking for a full cash offer and subject to inspection.  

If there are too many renters vs owners traditional financing becomes nearly impossible or if HOA doesn't have enough money in reserves or enough liability insurance then its most likely that financing won't be possible.

A lot of condos here in Las Vegas run into trouble with financing because the owner occupancy for the community is < 50%, but generally speaking the bank should tell you precisely why.If you don't want to put any cash down, you can research creative financing techniques here on BP, but the more creative the solution, the less appealing it is (generally speaking) and is a tough sell in a hot market. 

I am living in an owner occupied triplex, with rents of $800/month and other tenant pays $975/month.Would this therefor add an additional $975 + $800 x 12 = $21,300 to my "income" for calculating this write off?

Owner will pay all taxes and insurance on property until you purchase property at end of the term8. 

My name is Tim Wadsworth and I am the co owner of Anderson and Wadsworth Corporation.