Look for something novel.
If you haven’t seen something before, then you should probably look closely at it. Certainly take your time and look around, run your enumeration scripts such as PowerUP.ps1 and Powerless.bat but anything that stands out is probably the path forward.
Planning your attack – This is your life, and it’s ending one minute at a time.
Slow down to go fast. The biggest change I made to my methodology was spending more time looking at my scans before I start my attack. Check all the ports, find all the version, find all the exploits. Then decide what to attack based on what might be fruitful. My approach has always been just to start wasting time on the first thing that looked good (hacking, dating, what’s the difference?).