Curious where it came from: savings from work, extra scholarships, etc?

Over 10 years, the insurance company will basically pocket most of the extra funds that were paid as premium the first year. 

We both are into real estate, investing, and grinding the extra hours he’s home.

Now there are always extra expenses such as appraisals, inspections, closing, etc which you'll need to take into account.

If I'm following your logic correctly, your situation is:You have a previous HELOC on your primaryYou want to refinance to new rate/ termYou'll be paying off your HELOC from some other source prior to the refi (NOT via a cash out during the refinance)If that's the case, you shouldn't have any difficulty (other than perhaps some loan officers not being up to date on the regulations, or having other weird overlays). 

Also if you do take over the property after the current tenants lease is up do these light value add jobs, forget the HVAC, and either increase the rent by a good amount but tell them this includes utilities or have an extra fee for utilities.

Do I begin eviction or put up with the BS to collect the extra $100 every month.

I recently came into some extra money and want to invest in a mobile home park.

What difficulties did you run into?

I work hard, and go the extra mile for anyone willing to give me a chance.