New paint, appliances, furnishings and modern upgrades.

If I can purchase this property smoothly and it all works out then I know he will be ready to start selling me his other properties in the same fashion so that his trust just receives a monthly cash flow payment from them instead of his family having to deal with the properties when he's gone. 

It bounces light really well and gives a modern look quickly.

These rental apps do a great job of producing reports to track your rentals' performance, and output everything you need for tax filing.David OrrTax Modern

It is fairly cheap and you will get more interest if it is bit more modern. 

If you do it right, it can give the kitchen a modern, airy feel and is often less expensive to install.If it is a rental... 

Yes, as long as it relates to the renting of the property in some fashion.

In the realm of real estate investment, the story of WeWork serves as a modern parable — a tale of rapid expansion, valuation fantasies, and the sobering reality check that followed.

I’ve done a good amount of rehab myself and modernized the units.

Lenders are still unfortunately tend to be very conservative on the rent-by-room (SRO) type arrangements still - its an area that really could use some better understanding out there but just be careful with expectations because a lot of the treatment of these properties (even if nothing like a old-fashioned "boarding house") can be tough