When a tenant moves out, transfer the deposit back to Checking so it's ready to apply towards expenses or to refund to the Tenant.If you end up with excess funds in the Checking account, I recommend you transfer it to a third account that is specifically designated for future investments.

Also, which choice is better for you highly depends on what your real estate goals are and the experience level & skillset of the specific agent.Traditional agent and Redfin Agent could essentially be the same thing in many cases.

Networking, local meetups, door knocking, mailers, wholesalers, online forums specific to your area of interest.  

If you wish to network or ask specific questions about your local market, you can go to your local real estate forum and discuss with investors from your area: https://www.biggerpockets.com/forums/86-local-real-estate-networking 5.

This will get you the name on the dog on record designating that specific animal as their ESA.

You can find online which larger institutions are buying in a specific area and try and reach out to them.

Here’s how I approach niching down to a specific audience:Analyze Your Market DemographicsStart by researching your market to identify who is booking short-term rentals in your area.

- Are there specific areas of Chicago that you are more interested in than others?

But before I even get into identifying specific properties, I need to first get smarter about some of the other things I put in my post. 

You are so right about analysis paralysis 😁Not too concerned about mechanics though I would like to learn more about how to best use CRMs (specifically freedomsoft), but also would like to learn specifics regarding forming LLC structures and tax strategies 🤔