I am going to continue to analyze the market until I am absolutely ready to buy with ample reserves and more specific analysis on comparable properties.

Do not rely on it for legal advice.

I'd talk to brokers in your specific asset class and market.Do you already own similar assets?

As I’m saving up for my first investment, I would like to learn more about the industry - and it would be nice to earn some income while doing so.Are there any specific skills or knowledge I need to secure a VA side gig? 

Too often, I just hear people say they are "looking for a good deal", but defining that good deal in a specific area makes it much easier to spot. 

You listed some of the benefits but you didn’t explain what you’re specifically trying to accomplish.

There are financing options based on your specific circumstances. 

I am bullish on the FHA 203k and home-style renovation loans that allow you to leverage the cost of your renovation as part of your mortgage, which is just an insane deal, in my opinion.Do you have a specific area where you want to purchase?

One workaround could be keeping a separate spreadsheet to track your adjusted tax basis accurately and only using Stessa for operational insights.You could also reach out to a cpa and see if they have a specific recommendation for software to use.  

I am not a tax or legal professional so please take this to someone much more qualified.