Home Warranty (far from perfect, many people don't like them for a lot of reasons mainly because they are a pain to deal with, but as a safety net for someone looking to get going despite not having super deep pockets yet, they are worth looking into IMO, just pick a company with a good track record, and often you can have your agent pay for it as a closing gift). 

Sounds like you and your husband are on the right track with real estate.

I have other business ventures that I have separate cards for so I know what I need to invoice for and can track that business P and L.

All you need is a single place to track tenant information, payment history, maintenance, and a few other things.

I don't think our appreciation train is going to come off the tracks here in Asheville, so I'm sure you'll be at $400K value soon, but how soon is the question.When you do the cashout, do it before moving out, so that you can call it a primary.

I have a track on a house that is a good flip candidate - 2 Br, I Ba, 70+ year old structure with a strong foundation and good systems, sitting on 1/3 acre at the end of a cul de sac.

Financial freedom fast track through House Hacking in NJ require value add opportunities. 

They already know your track record and will trust you.

They'll often want a track record of incoming rents before counting it for your debt to income ratio.

I'm looking for ideas on what steps I need to take to get the train back on the tracks and be profitable this year.