What makes me look into a software product is seeing good reviews (especially SO answers) of it when googling the problem I'm trying to solve. This is how I found Beyond Compare, which I love. It's also somewhat how I found Sublime Text, except I wasn't specifically googling: I'm
always looking for better text editors (and programming languages, but that's another subject).
What makes me try and get to love a software product is generous free trials. Beyond Compare gives 30 days, counted only on days you actually use the program, officially, and if I recall correctly, 60 days in reality. Sublime Text gives an unlimited free trial with occasional nags. I also want excellent documentation and program manuals. While I'm learning the program, I'm going to have questions about what it can and can't do. If I can't find answers to these, I may just give it up. An active support forum is a definite plus.
As far as presentation of the product goes: screenshots. I don't really care about anything but screenshots. I may watch a video if I'm feeling especially generous with my time, but usually I click around looking at screenshots, then either download or move on.