If you are over leveraged, aren't prepared/don't have a plan to get out, you will get burned easily.

I know a guy who looks like me who has a podcast and youtube channel and membership group, you have paperstac videos, @Jamie Bateman does one on one mentoring, @Dan Deppen has a due diligence course.PS: One note investor with initials SC who has lots of youtube - be careful and you can easily check his reviews out on BP

Both Guesty and Track let you set this up easily.  

Although I believe I can see the path to my first rental easily, I'm having a hard time figuring out how I'd get to the next one. 

There are so many lost opportunities relying on assumptions that aren't accurate and easily verified.

We self-managed 20 properties while working 2 full time corporate jobs pretty easily.  

You should be able to do that fairly easily.

In a place like SE Michigan, we are lucky in that prices are low enough that you can find deals in solid neighborhoods that easily return well.

Once you’ve got the hang of that you can easily repeat the process or go bigger.

If it’s a smaller home that has a high occupancy already it may not be worth it, small homes (1-2 beds) that are priced and marketed well in the Denver metro can easily stay over 80% year round.