I use the TX bookkeeper @Chris Seveney is referring to for my main entity, but I use WaveApps for all my other entities, and they have a free plan, and also a wizard that can help you set up your chart of accounts. 

All this to say they are getting serious about permitting so if you are planning to invest in San Antonio in the short term rental space, MAKE SURE to check that the property is eligible for a short term rental permit given the density limits above and have a Realtor experienced with the San Antonio permitting requirements and rules. 

I am also leaning towards GC'ing it myself, so I'm using an architect to draw up plans, and I'm looking for subs.

We started construction in February 2025 and are planning to start leasing up in Spring of 2026." 

Instead of continuing to hire remediation contractors you should hire a hygenist to come in, do some testing and provide a remediation plan.

I'm planning on flying over, just trying to gather info right now and trying to decide where to start.Have a great day!

So this involves hiring an architect draw up plans ($1,000 - 3,000 if I had to guess).  

I have a great planning tool that could help you with planning your acquisition strategy for the next 10 years you might find helpful.  

Your dentist has $4,000,000 in his 401k plan.

It’s exciting to hear about your plans to dive into this field, and Chicago is a fantastic market to explore once you move there.It sounds like you’re on the right track with your interest in House Hacking, Mid-Term Rentals, Short-Term Rentals, and the BRRRR strategy.