What type of professional/professionals would you recommend contacting to break the process down for someone who is resistant to the idea of putting large sums of money into their building.

@Benjamin Orozco You tried to take what you thought was the path of least resistance and avoiding a tough conversation by lying to him and he called you out.

Leaning towards luxury vinyl but between the new waterproof or resistant laminate aswell.

Student loans are just the path of least resistance, you don't have to take them. 

Long amortization periods on fixed loan products combined with compound interest on investments is probably your best bet at maintaining an inflation resistant nest egg.

Why not try the path of less resistance first?

Retail is moving to an "amazon resistant model" Think service-based locations where you get your medication, pick up food, or an escape room.

I think for the folks that don't have any of the specialized skills mentioned the path of least resistance is to actually save for your own down payment rather than spin your wheels looking for a partner. 

If a great buy and hold comes along that I can’t resist I would definitely  cash out and move on the property.  

Class B, is affordable and is very recession resistant in the right areas.