Ask them to run a Comparable market analysis and a comparable rental analysis.

It sounds counterintuitive, but if you spread your net and search criteria into multiple markets, I promise as a newer investor you'll be stuck in the analysis paralysis phase. 

I've read up on a good amount of real estate material, but i have always found myself in analysis paralysis.

Ask the agent for a Comparative Market Analysis.

We have a few LTR and are trying to jump into the STR market, but currently held up by analysis paralysis. 

I’m a new investor in the area and took about a year going through the new investor journey (devour content, analysis paralysis, get lending / agent in place, start making bids but no luck, finally win one, reno / pics, get STR team rolling, STR listing active / mission complete).

How should I go about getting started, until I graduate I guess I'm still in the planning stages but I'd like to create some type of a short term and a long term plan.

(Specifically house hacking) I can share with you my analysis that I have done and that may give you a better understanding of what I mean.

Far too many get stuck in the "paralysis by analysis" stage, thinking they just don't know enough to get started.

One piece of advice - avoid paralysis by analysis.