@Haley JangCongratulations on your upcoming house hacking venture!

Probably not.....In my long career, I have seen a few attempts at homeowner painting....never have I seen even one come out with the quality of a professional paint job.If you absolutely do not have the $$ to pay a real painter, well then I guess you have to DIY....but you will regret it...This 100%.

Quote from @Liam Kingston: Sounds like an exciting venture you and your partner are embarking on!

I don't know his in depth numbers, but I'd venture to guess he made over 50% cash on cash. 

Soon I plan to venture out and start investing.

I'm ready to get smarter about this new venture with hopefully not falling into the 20 Deadly Mistakes!

My spouse could be an employee (form W-2), a parter (form 1065), or we could classify it as a "qualified joint venture" where we file two separate Schedule C's for the same business.  

Most of this piece probably won't focus too much on specific deals, but rather, on my experience throughout this (ad)venture, starting out as a reckless and aimless 22 year old. 

I would like to come down to Asheville, NC with as much capitol as possible to kick off my full time investing venture!

Hopefully someday in the next few years we'll be able to post in the Success Stories forum about that type of venture.