@Liam DalbowThis is worth paying an attorney $250 for in my opinion.

I don't trust people's opinions.

When you purchase more properties you're going to revisit the question anyhow, so no rush in my opinion. 

I want to make sure Im prepared with the correct documentation to rent out my condo and would appreciate all opinions if im missing anything: - I have the rental application- I have my rental property agreement that I will have the renter sign and make copies of and provide them a copy.- I have the statement of condition that I will have the renter sign and make copies of and provide them a copy.- I will have them provide a copy of their tenants insurance for my records. - Will provide receipt for first and last months rent.- Im thinking of not charging security deposit because of all the strict MA laws and just using the last months rent as a sort of security deposit, thoughts?

I would get a second opinion.

Entity structure wise, I'm getting conflicting opinions from lawyers/tax advisors on which scenario gives me the best separation between properties and asset protection from rental activities:1.

In my opinion the biggest thing you're paying for with a property manager is the experience, staying up to date on legal complaince, and having stuff in place already.If you decide to start self managing you're going to have to spend time up front to figure some stuff out (exactly how much I don't know) and periodically spend some time doing various stuff.The truth is, if you have a property where you have a great tenant, they pay on time, they never cause problems and stuff rarely breaks, management is very easy.

Hey everyone,What is your opinion on EMD?

Are you a successful real estate investor in or near Springfield, Illinois?

If so, I'd like to invite you to a FREE meal on me!

My name is Gage, and I'm a newcomer to the vast world of real estate. I've manage...

Also willing to check on progress of renovations or give you a second opinion on any home inspection or help you find the subcontractors you need to get things done.