Granted once I rent out the unit I leave, after vacancy and everything we would cash flow almost 400(minus heloc as well)All the deals I find.

No dealing with tenants or long-term property management.

Only caution is if they don’t have checkbook control and there’s a time crunch going through the custodian can cause delays and red tape to deal with.  

It is possible to go broke by buying good deals.

Also if you are dealing with lower asset classes it will be different then abhigher asset class you are house hacking. 

The more people you meet the more you'll recognize the ones doing what you'd like to do and you can start learning to how to provide value to them / find them deals maybe.It's a tough market and unless you are providing value to an investor it's not going to be as easy as finding someone to shadow, i don't think.

Self-Storage gets good rent but it can be a hassle to manage & deal with.

Your agent in Sacramento should've brought this up and checked those rents for you prior to making an offer.Often when renting to a residential care facility you'll get higher rent than normal, and if that's what making the deal work just make sure that it will still work if something happens to the facility and you need to rent to a regular tenant.

In some cases, after running the numbers, I’ve even faced potential negative returns, causing me to miss out on promising deals here in South Florida.That brings me to my question: I currently own two homes—one is my primary residence, and the other is a rental property.

Mother Nature-  just have to deal with.