I know you can also flip houses, wholesale, etc, but how do you find the right fit for you??

It may not be a fit for your financial goals, but if so it could be a way to gain some experience and insight as you work through a two year timeline.

I would reach out to them and see if they might be a good fit.

Typically folks will get a high interest loan initially because the property is at a discount and wouldn't fit the criteria for a traditional mortgage (fixer upper, cash only).The refi portion is to place a traditional mortgage on there so that you'll have a manageable monthly payment which rent will cover as well as cash in pocket due to the equity that was present.The goal is to control the property with as little money down as possible while positively cash flowing so I'm not sure if get 2 traditional mortgages accomplishes what you're looking for.

Who should I contact to help draw out potential layouts of use for the land that would fit the zoning?

In terms of location, I'm thinking Manchester would be the best fit for appreciation AND cash flow, but am open to others as long as the numbers work. 

Just be honest with them:"I am sorry to inform you that we feel your personality is not a good fit for us as Landlords.

Posting a question in any form will give you general information but that will fit you need not always right. 

I haven't used it myself but it seems like a good fit for you.

I can give you a contact for a lender to talk through the refinance questions to see what loan is a better fit for you.As for where to buy in Houston - I definitely know several areas that could use a little work and are popular for remodels.