If your friends have a rental they should hire a tax professional. 

Quote from @Thanh Lu: For owners with a small portfolio (1-3 STR), how did you decide between self management vs hiring a vacation rental company?

Your first hire is unlikely to work out though, was you won't have a good hiring system in place. - So, recommend having that first hire document the crap out of what you want them to do.

As a student without W2 income, you may need to show alternative income sources like savings, freelance work, or a job offer.

You have a freelance job and you can qualify as REP I sharing this from my personal experience.

Scrren PMC's by asking if you will get the material invoices AND the actual invoices from any contractors they hire. - Be prepared to pay for a PMC's time!

At what point should I hire another me?

Quote from @Account Closed: Hello,A PM we have just hired wants a W9 and social security number from us.Two companies we hired previously didn’t ask for this.I am not comfortable with sharing my ss number around needlessly. 

.: I just hired an architect to design and plans submit for ADU in my 8 multi unit to use the tuck under parking.Some people say do not try to be the general contractor as it will take way more time, costly mistakes and will be nearly impossible to manage with current work. best to hire a company that will do it all and cost about $250 per square foot.

Hiring an assistant will take place once you have 75 - 100 doors, maybe more.