My wife and I have backpacked in Glacier and/or Absorka/Beartooth Wilderness each summer for the past 5 years or so, but haven't done the Bob yet. Last summer we did a version of the Northern Loop in Glacier, 70-something miles (wife's trip report is here, if you're interested:
https://tntammy.com/trip-reports/justa-walk-round-mt-summer-17/ ). We're in our mid 50's.
1. As far as sleeping bags, we both use 2-lb, 20 degree down bags. We unzip them and use them as a quilt if the nights are warm. It seems like we had frost on the tent one morning last August and cold rain another night, and those warm bags were really nice. It has snowed on at some point on every summer trip we've had in Montana. If I had to pick the one item I like the best of any of my gear it would be that sleeping bag. If you're a warm/hot sleeper you could get by with that summer bag, but might have some less than comfortable nights.
We use Exped Synmat UL sleeping pads. They are thicker and we find them more comfortable than Thermarests. They are blow-up air matresses, but we've used them regularly in the desert with lots of thorns without significant problems with punchures.
2. Agree with you about the tent, we use a free-standing, 2-wall tent - a Big Agnes Copper Spur 2. That tent is a closest 2nd to my sleeping bag as my favorite piece of gear. I don't have any experience with the Kelty tent you linked, but Kelty generally makes good stuff.
3. Like DCsampson, we regularly eat Mountain House freeze dried meals. I like them way better than MRE's. There are other brands of freeze dried meals that are good too. Just try it before your trip to make sure you like it. We generally like the chicken based meals best (chicken breasts & mashed potatoes is a favorite), but are also very fond of beef stroganoff and mac & cheese. You can get the Mountain House meals in vacuum packs if space is at a premium.
We've seen grizzlies and black bears on a few of our trips (probably about half). Only once up close (about 20 yards). We both carry bear spray, but no guns. That's primarily because of weight, but also because I'm not a Montana resident and have never been able to get a definitive answer about if the Blackfeet recognize out of state carry permits (we always seem to wind up on the Blackfeet Reservation at some point during our trips).
You probably already know this, but if you are going to access trails from the Blackfeet Reservation they require a separate permit that you can get on-line here:
https://blackfeet.nagfa.net/online/
One other gear recommendation: get a very good to excellent breathable, lightweight, hooded jacket if you don't already have one. It can be a life saver if/when the weather turns bad.
Don't know if there's an REI near you, but last time I checked they still rented nice gear for low prices.
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