I currently don't have the resources to make any investments just yet, so possibly a mentor or someone willing to teach me some of the skills needed.

Then you get down the rabbit hole of integrating platforms and automating your workflows which takes a lot of massaging and some technical skill. 

Or develop moneymaking skills I didn't know I had in me because I had to push myself?

A $10,000,000 property is inherently more complicated, needs a multiple of different skills to operate, has financing infinitely more complex than the $100,000 property.

It’s currently mostly passive income even though he has the skill for it.

Quote from @Josh Kinnebrew: What are your skills? 

for individual room rentals  I don't think work from home is big and for multiple room rentals I might try to avoid it but gamers loved having a desk too and decent internet speed.

Here’s a blog on investment analysis that I recently wrote if you’re interested. https://www.biggerpockets.com/blog/real-estate-investment-analysis-for-any-asset-classBeing a good developer requires you to be good at at least one of these things: money or equity network, construction knowledge, architectural design experience, project management skills, and a broad network.

Do you have any specialized skills or knowledge that will give you an advantage?

There's little opportunity for you to add any value of your own (whether that's through rehab or other skills you might have).