Florida's insurance issues and zoning regulations can be a pain.

You will have to do something unique to make it effective & useful to you... because it's always no pain, no gain!

They sound like regular conversations where the RE professional/investor is genuinely interested in discovering the seller's pain points to help find a solution.All the best!

Most syndicators use quickbooks and run a portal through juniper square or appfolio or another 3rd party software companyOnce you outline your pain point happy to provide recommendations

I did hear that Chase Bank will do it but that their process is a pain and requires a bunch of workarounds in order to make it happen. 

You will also need a team that knows how to work with CMHA, which in itself is a huge pain to deal with.

Are they a pain in the butt? 

I wish I had that in my first years and I am sure I would have avoided some pain and loss. 

Years ago, my elderly neighbor expressed his concern to me about our trees leaning towards his home and that he wasn't trying to be a pain. 

Holding onto a HELOC long term is painful, so you'll want to make sure your exit from the HELOC is planned out.