Let's say I keep at my lease payments, which were tailored to be affordable at my income ability and potential.

The majority of rental property policies are written on a DP-3 or the like as those are more tailored to non-owner-occupied properties.

I try to make tailored pieces with higher conversions. 

Once you have a pre-approval, your lender can adjust one each time you make an offer so it is tailored to the specific property and so they sellers do not know how much more room you have.

If that doesn't works, I post on specific Facebook boards that are tailored to the same types of people who I rent to now (mostly Disney employees)

@Shiyan Cao research multiple agencies that offer property insurance tailored for rental / rehab properties.

I think that rent guarantees can be tailored to fit both parties in the transaction.

@John AppleHi John,Wear a nice (well tailored) dark blue sport coat with an expensive golf shirt and you'll look a lot more mature. 

One of the main points it attempts to drive home with appraisers, is that each appraisal assignment is unique, and each assignment must be tailored to serve the valuation problem at hand and as a component of the valuation problem, the expectation of the user/client.

I suggest you hire a knowledgeable tax adviser so that they can look at all of your facts and provide tailored advice.