Real estate wealth is built through long term price appreciation, property becomes (usually) more valuable over time, especially if purchased in areas that have either gone through development or redevelopment.  

At a minimum, having viable plans in place for development will make these lots more marketable and valuable to potential builders when we have conversations. 

Right now, land (unless in a hot market) takes a special type of buyer/developer to turn it into money, so you're better off finding the thing the people with the money want. land tends to sit a long time...

I've asked my clients a similar question and have developed tools for them to minimize this, but I find there are a few different types of clients.Manager managed - these folks have no issues as they simply upload their year end statement from their property manager, their 1098 mortgage statement and any other one-off expenses they may have paid for outside of the management company. 

I am working over these next few months to learn as much as I can to develop systems in order to analyze the next market we will move to.

I'm developing an AI-enabled analysis and lead generation tool for REI.  

There are definitely some municipalities that are easier to get along with than others, but all are open to development.

My developer client successfully defended the initial challenges and settled on this having PE rights, so he shifted the site plan to avoid the issue.

Good luck, you are a busy man with school, family and baseball.Likely your best bet is house hacking (if your partner and child are willing to share housing). 

Quote from @Adam Ortiz: Hey everyone,My biggest dream is to own my own property, and start developing some cash flow.