Reddit mentions of Victorinox Swiss Army Classic SD Multi-Tool Folding Pocket Knife - Black 53003

I'm going to recommend a few knives to get you started:

1. A Tangram Knives Santa Fe (made by Kizer) (in brown or black) - $30
   
   
2. An Opinel No. 6 (there are several options here) - $13.86 (for the walnut handle one, but choose whichever you like)
   
   
3. A Victorinox Classic SD (many options) - $15.95 (for this black one, if you want to keep it simple)
   
   Total price: $59.81. These three knives would be an excellent start to the addiction. The Tangram is probably the best made knife in that price range of any knives I've handled. The Opinel 6 is an absolute classic and would be perfect for situations where you want something light and inoffensive. The Victorinox Classic SD is one of the most useful little tools out there, especially those tiny scissors.

Non locking knife: Spyderco Roadie: https://www.amazon.com/gp/aw/d/B00KQ494ES/ref=mp_s_a_1_1?ie=UTF8&qid=1520638682&sr=8-1&pi=AC_SX236_SY340_FMwebp_QL65&keywords=spyderco%2Broadie&th=1&psc=1

Swiss army knife: Victorinox SD Classic: https://www.amazon.com/gp/aw/d/B017VXR4HU/ref=mp_s_a_1_3?ie=UTF8&qid=1520638628&sr=8-3&pi=AC_SX236_SY340_QL65&keywords=victorinox+classic+sd&dpPl=1&dpID=41Cjunj96KL&ref=plSrch

Locking Knife: Opinel #6: https://www.amazon.com/gp/aw/d/B000UIIS38/ref=mp_s_a_1_3?ie=UTF8&qid=1520638794&sr=8-3&pi=AC_SX236_SY340_QL65&keywords=opinel&th=1&psc=1

I haven't hiked the JMT so I can't comment on your clothing system but here are some general thoughts:

Ditch the headlamp for a sub 1oz USB rechargeable flashlight $30

Ditch the Leatherman for a Victorinox Swiss Army Classic $15

Ditch the paper maps and use Guthook's since you already have it. $Free

Ditch the Sea to Summit X-Cup and I wouldn't bother with the hot lips either $Free

Replace the trash compactor bag with a Fumigation bag $2.49

Ditch the compass $Free

Replace the stove with the BRS Stove $15

All this should save you about ~11 ounces for ~$63.

If you are worried about fitting in the superior 35 I would take a look at the MLD Prophet $195. This should be plenty of room and will save you an additional 18+ ounces.

At the moment I'm running:

TEC Centipede - Titanium ruler that's about 8.5cm in length. I measure things irregularly, but not enough to warrant a full tape measure which will take up more pocket space. Feels super well made.

Leatherman Micra - Just got it, and I'm torn on how much I like it. Whilst beefy, the scissors sometimes flex whilst cutting thicker items (so it goes between the blades laterally). I've never had this problem with my Classic SD, and may end up moving up to a 74mm Victorinox like the Executive for the sake of the bigger scissors.

Boker Vox Access Tool - Titanium prybar with a carbide glass breaker on the end. I've come from the SD Titanium Prybar which was bloody useless for nail pulling due to the groove literally being a 'V' without any guiding for nails, and the edge of the bottle opener kept digging into my hand when I used it. Although for it's follies, the tip lip is very thin (yet sturdy) and can get between thinner crevices than the VAT; I also drove in a couple of nails with the SD, and in seeing if I could unscrew a half in one with the VAT, I chipped the guiding groove for the nail puller (not severely, but it was kind of disheartening as I literally just bought it and didn't think it was much of a stress test).

Kershaw Pub - Technically this isn't on my keys, as I put it in the 'snuff pocket' in my jeans, it's beefier than the VAT for box opening, and the blade is about the same size as a Stanley blade. It's a bit of a different design and great for fidgeting. Not so great for fidgeting when people see you, but fun all the same.

I've currently retired:

The SD Ti Prybar - See above, a great little prybar, hampered by a frankly stupid decision to put a bottle opener on it. NOT EVERYTHING NEEDS A BOTTLE OPENER.

Victorinox Classic SD - A present which I absolutely love, however I'm in the pursuit for something 'beefier', although the scissors on this are second to none for all the little odd jobs I've had over the years.

Uncle Bills Sliver Grippers - Brilliant tweezers for splinters, however the first day I put them on my keys, and then sat on my keys, I hadn't put them in the holder right and they stabbed me in the arse. These tweezers have never been on my keys since.

Resqme Car Escape tool - Had it on the keychain, realised I'd only ever use it in the car, and now I keep it in the glovebox as I have the glass breaker on the VAT.

Leatherman Squirt PS4 - An absolutely fantastic multitool let down by a shit pair of scissors which have a lot of play between the blades. It results in a lot of rough cuts and ultimately spoils a perfect out of the box multi-tool. In the pursuit of better scissors and a lighter set of keys, I've currently retired this fantastic piece of kit.

Leatherman Brewzer - I absolutely loved this little prybar, but it broke in half when I tried to get a little shelf stud out of a bookcase, and it just shattered my confidence in the product to the point that I can't be bothered sending it in under warranty, as I know I'd never use it again.

Gerber Dime - I bought this at the same time as the Squirt PS4 because I couldn't decide between them. After taking them both out of the packing and comparing them side by side one after the other, it was instantly obvious that the Leatherman was just the better fit, so this was retired pretty much instantly and was gifted within an hour.

True Utility Keytool - First keytool I ever had and it was great for years! Practically invisible and as I only used it for the file, the mini screwdriver, and the thread cutter, it was fantastic. Never had an issue with the quality, and never had the need to take it off the key it was on, I only stopped carrying it because I don't use the type of key it works with anymore, and don't want to carry it round for the sake of it when I have so many other options. Great little buy though.

I'm probably going to buy:

Victorinox Manager - This is pretty much the best multitool for what I really need, and it has a pen. It's just 58mm and I really want a larger pair of scissors, however it has all the tools I've used recently, and it has a pen!

Another Prybar. As soon as I find a beefy titanium 80mm~ straight prybar which doesn't have a bottle opener on it, and instead has another useful purpose I'm going to get it. Hell, even if it doesn't have a secondary purpose I'll probably get it as well.

Victorinox Swiss Army Classic SD Multi-Tool Folding Pocket Knife - Black 53003 https://www.amazon.com/dp/B017VXR4HU/ref=cm_sw_r_cp_apa_i_THHLDb5F2XRZS

Shapenty 1 Inch/25mm Diameter Metal Flat Split Key Chains Rings for Home Car Keys Attachment (Black,10PCS/Box) https://www.amazon.com/dp/B01LYYVZL2/ref=cm_sw_r_cp_apa_i_lIHLDbGTVSX9A