1) activity
2) how feeling
3) weather
I have basic plan, for situations each bag suits(aka chanel not for hiking).
And vary looks with charms, scarves, guitar strap.
No rainbow of bag colors. Only few liked most.
Do change to coordinate with clothes.
Sometimes.
If whim screams about it being important.
Or need less carry weight/bulk for day.
If weather/destination extreme, may change bags.
Or not. And trust in collonil products.
Do not keep cheap/flimsy beaters.
Have couple bags for specific, grubbier purposes.
Built tough. With special features.
Even in tropical climate, are subtle patterns(aka rainy season).
Might be interesting to consider with bags.
I do enjoy oxblood color for our cooler autumn.
And glove leather bag for summer baseball games.
Have no problem getting rid of what is worn or not working.
Hope helps.