My job will pay for night classes if it is something I could convince them would help me with my job (I can do most relevant majors that rule is pretty much in place, so I don’t do underwater basket weaving).A little more possibly relevant info about me:I was C student in high school because I didn’t pay attention or do any of the homework which is something I really regret now and know I can do better if I had applied myself but I have worked hard at every job I have had and in the last year and a half gotten over 7 dollars in raises because of it and moving around to different jobs with experience and good references.My “why” for investing is so I can do whatever job I want to without the need to be concerned about the pay and so I can travel and so I can help friends and family instead on needing to look inward so much.The type of investing I’m interested in is first house hacking I ideally want to get a 2-4 plex so I can get some land lording experience and when I run the numbers I will include the cost of management, so I can test a few out with me being right there so when I get more doors I will have good people to call.After that I don’t have an issue staying in a house hack situation with roommates and the whole bit to try and get my W2 savings to as close to 100% as I can and continue to get small multifamily units until I can quit where I am to go in to something that I enjoy.

One option would be to house hack a single family home and get your feet wet but if your like me and don't like roommates you can do flips or wholesale to get money.

It's  the fancy house with the fancy car payment and not wanting to be inconvenienced by having a rental or roommates with it at first. 

I already live in a big city.I currently have a roommate who moved in with me this month, but he can't afford to pay me much, and I'm helping him out.

Let alone telling him how to run rentals when he owns quite a few and has for quite a while, while they're living with room mates in a property I could buy paid in full. 

I'm in an A class area for $1,300 per month (we have a roommate paying $800 as well), 2 bedroom 2 bath where a comparable unit at market rates going for $1,600 - $2,000 depending on how new it is. 

Then when you add in that I have a roommate so I can house hack, I’m planning on owning this condo as a rental when I move, and refinancing the capital out for the next down payment, it is a no brainer.

You can find roommates in a better area.

I mean, if you have to live on ramen and PB&J for two years while having as many roommates as possible in order to save the money to buy a multifamily.

House hack during college, buy a place and get some roommates.