I’m in that market, I specialize in this sort of thing, I’m happy to give you my 2 cents.

Here's a link to the data: https://mred.stats.10kresearch.com/infoserv/s-v1/vwxv-Zs5What this data shows at a Macro level is that the Chicago market is doing fine, but the market is too large to use that data to make any decisions about where you want to house hack.

I am sure there is someone in my network that can help you.Mike

You only get paid enough to continue.3) You don't need a dozen self-help books, all you need is action and self-discipline.4) YouTube University, podcasts, and the internet will only take you so far. 5) Book smarts make interesting conversation, street smarts make money.6) Find someone who is successful doing what you want to be doing and ask questions.

I am not sure where to post this question, this is my first time on the BiggerPockets Forum.

The PM company’s in-depth knowledge of California’s tenant laws and a rock-solid screening process.Hope this gives you a strong starting point.

Since you've stayed there and the lot is open, I see the lure, but any time I see something like this - "This is a pure emotional type of investment and I want to honor it."

Purchasing a new primary and turning my current house into a rental and looking to hire a PM but some of the fee's seem high. 1 quote - 100% 1st/month rent if i self-manager, or 75% 1st/mo rent and 10%/mo for PM to manage.Again, im new to this but from reading and talking to people there is a typical finders fee ~1000$ and 10%/mo rent if the PM manages. 

However, every insurance company has no idea what I'm talking about and don't seem to cover this.

Can you imagine taking a couple days off work, looking for a new place, paying for new applications, putting down deposits, renting a moving truck, finding friends to help you move, paying to clean your old place, and so on to “Save” $300/yr?