The question is ... WHY did you do all that upgrading ?
After 20+ years of SLR photography, I've been through my share of equipment. I worked my way up to a bagful or high end lenses for nature photography (and didn't regret it - it fit in a backpack and I hauled it out happily when I went shooting) and back down again (as I shifted away from nature photography) and am at the point now where any future purchases are purpose-driven. Sure, I get gear lust occasionally, but more often, I want something that's not available than all the stuff that is.
I now have an APS-C DSLR kit with about half a dozen lenses, but usually carry 1-2 with me when I leave the house. And a Sony NEX with the two basic lenses. My plan is to migrate my every day handheld shooting to the NEX as the lenses I want become available, and reserve the DSLR for specialty use; mostly sports & indoor gym events with 70-200.
But even the DSLR isn't too unwieldy when I'm only carrying a couple lenses.
Re: chasing your kid around at the park. I take a dual approach. Sometimes I want good pictures and know I need fast AF, fast lens & larger sensor, so bring my DSLR somewhere even though I know it's ... awkward. Other times, I bring my NEX or my little digicam and get what I can get. I have a pair of studio lights - had them just over a year and keep meaning to start using them, but need to pick a backdrop system. I'll have some fun with it, but I know it's not going to be my cup of tea, so I won't start inviting friends & family over. I shoot what I want and get out of shooting what I don't want. I
do share photos of concerts & recitals with other school families .. even though it's not my favorite photography, I enjoy it very much.
When I travel - vacations primarily - I'll pack a bagful of gear, chargers, etc and keep it all in the place we're staying, then carry just what I need on any given day. On a recent weeklong trip to Disney - a big deal - first time for us in 20 years; first time ever for my daughter, I brought just the NEX and who cares if I didn't get shallow DOF. I opted to enjoy it and let the other guys lug the 70-200/2.8s

(I did see quite a few of them !) On a family vacation to Wildwood NJ, I carried my DSLR to the boardwalk & amusement park one or two nights (with one lens only) and my digicam the rest of the time.
So I guess after all of that, my advice is to temper things ... don't feel you need to treat everything as a photographic opportunity that has to be optimized ... be purpose-driven, not a jack of all trades; shoot what you like and bring the gear to handle things you like to shoot. (I can spend a day out with my 28/2 and be perfectly happy finding all sorts of things to shoot and happily ignoring all the stuff that would have required a 200). When I carry multiple lenses, say to a birthday party, I tend to use one lens for a while - maybe the tele while kids are outside, or the midrange zoom while it's bright out, switch to a fast prime when it gets darker ... or swap back & forth two or three times between 85 & 28.
I don't know if any of that helps ... but good luck finding joy in photography !
p.s. I often feel like I'd love to simplify drastically and dump everything in exchange for say, the Fuji X100 ... I'd have fun with it ... but I'd really miss shooting the 85/1.4 and the 70-200/2.8. So I settle on a kit that has just what I need to shoot just what I like to shoot.
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