And this year I was able to buy my first primary residence (house hack with roommates paying rent) and I just closed on my first investment rental property.

My roommate pays $525 flat rate. 

Whenever I have a roommate situation, I remind them at the start that there is one rent payment, one deposit etc..

Weigh if that additional income is worth it to you and if you could find roommates that would be ok sharing a bathroom with 3 other people.

However, they can be a bit nit-picky during inspections, so be prepared.3) You can purchase a single family home and "house hack" that by getting roommates. 

My question is: Does anyone have experience partnering with a friend/ roommate on a 4 or 5 bedroom and filling the rest of the rooms with other friends? 

Considered putting em on the bathroom mirror but my roommate would probably find that annoying lol.

You can get room mates to help you thru the first year of ownership

The other 2 stayed and paid the full rent for 2 months on their own and have now found a 3rd roommate. 

I bought a house when I was 23 and ended up "househacking" it with roommates (back then we just called it renting out a room) and then after moving out of state I just kind of fell into renting it out.