Hasn’t changed much. Went from my lucky clover iced gree ippo case back to the vintage 1951 case. Watch and money clip that are missing from the pic are my buffalo coin clip, and the stainless banded Eco-Drive Dive watch..
Thing I carried a pocket watch one day, but otherwise this has been it.
Alaskan, Adventurer, Engineer. 
Hmm. Maybe my pocket wardrobe is a little boring! I’ve been carrying the same stuff in my pocket every day for work for the past… uhm… 4 years.
I wouldn’t say boring. I’d say functional. I am making somewhat of an assumption here, but your days are pretty much all the same; same job, same commute, same social settings… So the same thing can work day in and day out for a long time. If it works, it works! And if you like it at the same time, then thats all that really matters.
Honestly, anymore, I change things around because I can… not particularly because I need to– “Variety is the spice of life” as they say.
But what I carry is pretty set too, in its own way. I use a trusted selection of items that I’ve found to work for “winging it” everyday, because there is rarely ever a “plan” at the start of a day. If there is a plan, thats generally when I will change thing drastically to best suit that day…
G.