I know for me, as continued to step out of my comfort zone to attend more and more in-person Chicago networking events, I felt a shift of confidence. 95% appreciate when someone walks up to them and says hi....so be that guy!

Just ask them what's the max amount of rent they would be willing to pay and are comfortable with. 

Become very comfortable with the terms and numbers.

For marketing if the price point makes sense you can also do Professional photos, 3D Matterport tours, video walkthrough's, and floor plans for each listing (makes it easier for out of state buyers to feel comfortable putting in an offer).All the above strategies also work, along with you can run facebook/instagram, or youtube ads to the different segments of your market that may be interested in the home.

But, that is my plan and the one that I am comfortable with.  

I think its hard to find great statistics on what vacancy is "normal" for most markets and rental unit types, but if you budget for a certain amount of vacancy that you're comfortable with and then identify areas where you can work on lowering your vacancy you are actively tacking and managing the issue/cost. 

Unless you found a lender who you are comfortable with in regards to process, response time and terms, keep shopping.

Also, rents are comfortably averaged in the mid $1000’s per month so that mid $100k ARV target allows for the probability of a “1% rule” deal. 

Get familiar with the terminology and different kinds of investments and pick what you feel you will be comfortable with (flips, short term rentals, long term rentals, BRRRR, buy and hold, etc.) its a whole new language you have to learn.

It took me a year or more to get comfortable during transactions as an agent and from the RE investor perspective.