Housing prices in Beloit are definitely cheaper than Janesville, and Janesville is (for obvious reasons) significantly cheaper to invest in than Madison.Can't be of help to the property management part though... we've looked and looked but haven't found a company we are comfortable with... your best bet there would be to join up with the Southern Wisconsin Landlords Association and network for a quick recommendation. 

The best bet is to find an insurance BROKER (keyword) and have them search around for the best rate to see if they can beat any of the three I named. 

There are several things you can look into @Nicholas Cavato, but you have to do the legwork.Having said that, I am betting that they will not be lifting any restrictions or caps anytime soon.

Best bet would be to talk to an investor friendly lender. 

Originally posted by @Jay Hinrichs:@Bruce Petersen   @Mindy Jensen  Mindy I think Bruce would be excellent at this time.. as so many are concerned or wondering if Multi is just too frothy right now.. it would be a bet a nice show for your audience to be able to hear his thoughts on the current market and trends.

It’s a SFH and I don’t rent it by the room, but I bet State Farm wouldn’t have a problem with it on this type of policy.I ended up with this policy after searching almost 6 months for someone who would cover an STR in a high wildfire risk area.  

What are odd of obtaining property doing this?

Think of it as a (hopefully not too) expensive lesson on the ins and outs of deposit management; I bet you won't make the same mistake again!

The one conversation I had on the phone was with a tech guy who had done the mentor program and seemed happy, but oddly was using is own internet website completely independent of Clever Investor. ( He repeated this fact several times?

This is odd, but it makes me feel they are more legitimate and not try to take the deposits and run. - They do have a catch that even if you waive the buyer agent fee as a leverage for negotiation of the deal, the brokerage will still charge the transaction fee.