My partner and I live in Long Island, both in our mid and late 20s, and we work in tech.

Hello,37yoM living in LCOL area Midwest.

HI- I have seen the most success with a triplex or quadplex where you live in one unit and rent the others.

I live in the philadelphia area.

However, I later found out that he lives internationally.His first draft was missing many important terms, such as those regarding lead-based paint, Megan's Law, etc.I questioned his qualifications for this job, and he assured me of his capabilities.I'm attaching his final version here. lease agreementI removed personal information in the contract. 

If you live nearby, I'd say go for it.

I live in Brickell and am between miami and columbus for development deals. 

We're loving this new chapter of our lives!

Also, if eventually you get into that house hack, and elect to self managing a duplex, triplex or 4-plex that you own/live in, you will by default learn about property management skills and no license is required to manage the property you own.To answer your specific question, yes - you can become an employee of a property management company to learn about property management and I highly recommend it!

Almost every year it seems that there's a new bill up for vote putting various restrictions on STRs, the current one being that it's illegal to rent out your home if you live there less than 120 days per year.