Does anyone have any practical experience with similar situations and if so what was the outcome and how long did it take to resolve everything?

Besides the failure rate, wholesaling is legal when done right, but most programs teach you to practice real estate without a license which can get you in trouble. 

Yes starting out there is a low dollar per hour but at some point it needs to be worth the while - as you could be spending that time doing something more profitable.Not saying to give up by any stretch just saying make sure to re evaluate consistently to put the best strategy together

To streamline the process, I want to ensure applicants qualify before scheduling a viewing.It would be beneficial to implement an AI-based system to consistently and efficiently ask prospective tenants the pre-screening questions I currently ask repeatedly.

As others noted, most municipalities issue future zoning maps which indicate the direction the local planning commission or equivalent wants to take their zoning and if your plans are consistent, that's generally a good indication as well. 

Unfortunately, renting in the far-left wing states allows tenants to be treated in a manner that far exceeds ethical rental practices. 

The key is to consistently put yourself out there and learn from others in the process.Good luck!

This is not a great practice.

The HELOC option seems the most practical, especially given my current rent level.

Keeping them in the loop could help avoid conflicts or complications down the line.Lastly, think about framing your case around fairness and practical impact.