@Adrienne Medina hire a structural engineer to evaluate it.

Will I hire a management company or use a friend to manage it?

Owners often look at this and think I could have done this myself for and the parts were only $25 and now they charge me X.We self manage and have an internal team, but if I would hire a PM it would be Welcome Home Milwaukee.

I was - and kinda still am - a newbie landlord and didn't do enough due diligence when hiring my first property manager.

@Mason HickmanIt makes it hard because as I said this agent works with the PM company I plan on hiring.

Also, most lenders who finance a primary residence will switch to looking at it as an investment property if it's rented for more than 30 days after closing, so definitely check with the lender to see what their time frame is - otherwise a long rental could breach the terms of your client's owner-occupied financing.No matter what you do, use forms from your MLS or those supplied by your brokerage (which hires attorneys) for any agreement, if you try to write this up yourself you'll be acting like an attorney which we're not supposed to do and creates a huge liability issue.

PROs: 1) You will learn more about how property management works, which will improve your chances of hiring a good PMC in the future.2) You will save PMC fees3) You'll know your properties better than any PMCCONs:1) You may make costly PMC mistakes: tenant screening, legal, evictions, maintenance, being too nice, not being on top of things2) More time3) You may make emotional decisions insted of business decisions

It's not number of units, it's cost.When the cost of calling out the handyman to fix all the issues becomes more expensive than just hiring him full time, that is when. 

Just keep sawing.We hire our contractors direct and have our property manager/agent check on their work.

You should hire a REALTOR to represent you and they should be able to provide this.