I have way too many bags. Just can't get the ideal bag... I know what I want but can't get one made yet.
I also have more bags that I'll ever use and have recently given half a dozen of them away. Having carried cameras since the age of 13 (in 1974), I've never found a bag with which I've felt 100% happy. That might sound like a contradiction to my earlier post but, even with the Billingham range, there are tweaks I'd make to the range that's available. Nothing major, just slightly bigger here or an extra pocket there... It's because I hate cramming so much into my bags, and so tightly, that it becomes difficult to get stuff in and out. And yet, if there's a bit of available space, we often find something we think might be useful, and fill the gaps.
These days, I like to travel light. Gone, in all probability, are the days when I will carry a D800 + F5 (or F6), 14mm to 200mm by way of 3 x f2.8 aperture lenses, half a dozen Lee filters, flashgun, spare batteries, film, a battery charger, tripod, etc. I kid you not, I have done it, lots of times - and justified it to myself on the basis that I was tooled-up properly and would be unlucky to face a situation where I didn't have the right kit with me with which to take advantage. Settling on a bag for that lot was
relatively easy as there are few bags that will do the job. However, there was never a time when I used all of that kit on one 14 day holiday, let alone a day trip. Ironically, I find that using Leica (and other rangefinder / mirrorless / 4 thirds, etc) makes life more difficult in some ways as this kit tends to be a lot smaller / more compact. Consequently, it's easy to believe we can carry a few more lenses, etc without it becoming either a burden or pushing our bags to (or beyond) their limits.
Other than when I'm using 5x4 or 120, I travel very light these days. One (occasionally two) M film bodies + two (occasionally three) lenses, some film and a lens cloth. My Hadley (Tardis) is probably as perfect for my needs as any bag can be. However, occasionally, we fall into the trap of convincing ourselves to carry more kit than is really necessary.