Of course you can refi, but you wont be able to do a full cash our with rent covering your mortgage so you can keep rolling the funds to next project. 

Keep in mind this will take a lot of research into the local market but there are plenty of opportunities in Milwaukee.

I am about 9 years in the roomie/tenant house hack (where i basically PM'ed for the LL from the inside); and about 2.5 years in the roomie/LL bucket. one piece i will add, i try my best to not "call shots" and keep things pretty democratic/ open for dialogue discussion between everyone. unless its a safety issue (or a liability issue, like guests can be)... i prefer this to be "our home" instead of "my house". 

Everywhere you have to work, to spend your time first to earn money, then to earn big money, then to keep money and after all to reinvest and not to lose.

Don't kid yourself that they are keeping the rest of the house in pristine condition and no more damage will occur before lease expiration.Going forward, discuss with your property managers concerning their screening and follow-up practices.  

I know an investor who has 12 properties and each property is in a separate revocable trust. His primary home is also in it's own revocable trust.I don't believe he has any asset in his own name, everything in separat...

I work with all the big box lenders and I have worked with a private hedge fund and I have worked with smaller, local HM outfits and NONE OF THEM had anything like that.Because if the deal falls apart I am guessing they keep your 2500.

But, keep in mind Redfin assumes the amount you put down, the interest rate you get and a couple of other charges.

Working with a good investor-friendly realtor would be helpful, but always keeping an eye open and looking for alternative lead streams never hurts as well.I hope that helps, but having contractors that you trust and being ready to move when the deal comes up should put you in good shape going into the spring.Good luck!

My advice would be to focus on building a strong network within the real estate community and to always keep learning from each transaction.