You can learn how to be a landlord or what all is involved and make some money in the meantime it's a win win in my opinion.

Soon after, I discovered that house hacking could potentially generate the cash flow I was looking for, even with little money down.I wish to connect with some people who perhaps started out young and have some experience with house hacking(especially in expensive markets).

Win - win for both.Other options like assuming the loan or owner carry really wouldn't work. 

If I do that I tie the stock market (in theory) but then with tax benefits and appreciation I usually win.  

It's also important to have a maintenance covenant in your lease that states all issues are to be reported when discovered - and then list a few examples like a running toilet, dripping faucet. 

I really didn't add value as in money, I added value by solving problems for a co-worker and getting another buy and hold in my portfolio. win, win.

You may win some over that way. 

If you like this man as a human and want to help him out, explore seller financing options that could be a win-win situation.

Congrats on a big win!

Ask them what a win is for them, what they are looking for when they partner up with someone.10k might not be enough.