I suggest working to set up a BOB checklist, preferably a computer spreadsheet.

Include whatever functional categories you think are appropriate. Mine include: First Aid, Shelter, Fire, Water, Food, Navigation, Light. Signaling, Self-protection, Hygiene, and Morale.

Focus on one category at a time. Clarify for yourself what purpose the gear in that category must serve, and how long you intend to rely on only that gear.

Consider grading each item of gear and other stuff to maximize, relative to other stuff in the same category:

Multi-use
Durable for at least 72 hours
Easy- to no-maintenance
Compact
Lightweight
Appropriate to the conditions you are likely to confront
Effective, gets-the-job done
Supports bugging out on foot for at least 72 hours
Easy to use

[If you want to get mechanical, award each item in the category 1 point for meeting one of the criteria, then rank by points.)

Edited to add: Evaluating a BOB also requires looking at your EDC in order to evaluate potentially excess redundancy.