I likely stand to get some sort of inheritance from him someday, and I think he'd roll over in his grave if I used it all for down payments on multiple properties with mortgages and leveraged up to my neck.

One needs an exist strategy, if you have multiple loans and hoping tenants will foot most of them.

Hi Paisley,Nice to meet you.We are looking for multiple family buildings that have some room for improvement.

Hi,    Im wondering if it is easier to borrow money  from one lender and pay it back or borrow from multiple lenders and pay them back.

Yeah, the interest increases your debt but if you can buy a good asset now you'll be amortizing that debt much more easily with multiple income streams.

A HELOC will impact your credit, so you might want to refi into a conventional loan at some point.

He let the grass grow to high, his dogs chewed the baseboards and dug in the yard, He put a whole in the garage drywall with a barbell, and the fence is busted in multiple places.

Looks like AC is the same issue - instead of one, I’ve got multiple units.

- Or do you pool funds from multiple properties and manage roughly what should be there with a spreadsheet or something similar?

See the Zillow link for the property below; interior is only 2,000 sq. ft not 2,556 (2,556 includes the garage)https://www.zillow.com/homedetails/600-N-13th-Ave-...Work for this house would include turning it into a 3/3 while leaving the existing 2 car garage, 3 brand new bathrooms, remove the wall separating the kitchen from family room, refinish and/or replace kitchen cabinets (countertops will be reused), replace all exterior doors and windows with new impact glass, new HVAC system with duct work, minor electrical (high hats, new fixtures, inspection repairs), paint, new casing/baseboard, and maybe new interior doors.