While you are in San Antonio and considering wholesaling the property, I wanted to share a similar experience we had that might provide some insight.We also faced a situation where we bought properties in the early stages and decided to keep them as rentals instead of selling.

Here's some information which I hope you may find meaningful:1)Renting a property to a family member at a rate significantly below market value may raise red flags with the IRS, as they might consider it a personal arrangement rather than a business one.To qualify for tax deductions, it's crucial to treat the arrangement as a legitimate business transaction.

I have a small portfolio of two duplexes, far from a multi-million dollar enterprise and while I'm passionate about my RE investing and wish to expand, I can't seem to justify ten's of thousands of dollars on consulting (at this stage in the game) even though I believe it would be beneficial. 

At that stage you can sell it to masses at market rate. 

However, rents in the area have trended slightly downwards over the last year.My goal is to find a unit that is not marketed well (no staging, no work done before going to market, poor photography) with the hope that it has less exposure and interest. 

I'm in the early stages of planning and developing my strategy. 

Think duplex without the multi-family title.However, given your stage and goals, you should also consider house hacking, especially since you initially considered a multi-family property.

Those folks are in an entirely different stage of life than you and I, have the time to hustle for those one in a million chances, and don’t have kids to play catch with or dance recitals to attend or a family that tells them they love them.

This deal was arranged for our management client who wished to sell their asset quickly without having to go through the hassle of the market and without having to deal with any more rental issues.

Another question to think about, that might be something an agent can help with is: where are the other people your age and life stage living?