Hey James, Welcome to the Bigger Pockets platform. 

I've spent what feels like days reviewing different platforms looking for something that would check every box on my list and was affordable.

Happy to give free advice/training if you want to use our platform to learn. 

If it's unable to be rented, a bridge type loan that Erik mentioned may be best bet.

I also have a friend who recently launched a platform specializing in reducing the administrative burden of tax appeals (link below and happy to connect you to them), which tends to increase the success rate.

Otherwise your best bet might be to network in local REIAs with other investors who purchase at tax sales.

Perhaps what you're looking for regarding your current property is more of a bookkeeping platform so you can see where your expenses and revenue are coming from and going to.

I self-managed from TX (my properties are in FL) 10 years ago when there was very little technological support other than the Airbnb platform, and I did just fine.  

I'm currently exploring different housing platforms that offer a more personalized experience compared to the usual big names like Airbnb and VRBO.

. $250K a unit is also somewhat realistic in those submarkets, though not impossible.Your best bet is a value-add strategy on something that has significant upside with a high growth submarket.