Its no longer my primary farm area but there are still a couple deals id like to buy or I can try to connect you with who might be a good fit if you get a deal etc as I know a couple park owners who'd probably want some more deals up there. 

I plan on living in the home as a primary resident and renting the garage apartment out to the current tenant that is paying 650 for rent currently.

I would say, get with an agent or consultant to help you and determine a game plan of what you are looking for, what pricing you want, and your strategy (flipping, long term hold, house hack, etc...)From there you now know what you will need to finance the properties, which means either finding a lending platform that compliments  your needs so you don't have to empty your pockets on one deal.Hope this gives a little insight on what my first step would be.

I have a little over 100k to get started doing the BRRRR strategy in the markets of Cleveland and/or Memphis since my primary goal is cashflow!

My understanding of the strategy is that you would find a good investment property, increase its value and stabilize it, and then refinance.Pulling out cash from your primary residence tax-free can be great, as long as you are getting a better return than the additional interest you are paying.

Different deals = different platforms. 

Then sell at 5 years to meet the primary residence requirements. 

I will be acquiring the property as a primary residence so hopefully I can find someone with a reasonable LTV and lower down payment.

I am new to Real Estate Investing and currently own one single family rental in Colorado Springs which was previously my primary residence while stationed in Colorado.

as your primary you should be able to get an O/O HELOC my guess on the move out question would be dont ask dont tell, so residential HELOC's tend to be 10 year term, so I would maybe get the HELOC from a bank you dont do investing related banking with maybe an out of area bank or bigger institution. and set up a P.O. box or a different address to get correspondence from them (totally reasonable in a multifamily) this way when you move that doesnt change, so no red flag for them to call it due.