The fact that players were complaining about a lack of plot progression over such a long period of time, though, is a big red flag in my mind. I mean, not leveling once in two years is extremely odd, sure, but I can imagine being okay with it myself if I were otherwise having fun. The second example you cite just sounds like it probably had serious pacing problems all around. I know from other threads that we'd be considered slow on leveling pace, but nobody minds, so, all good. Everybody's been quite happy with the pacing of the story, and no one's had any complaints about how long leveling takes.
Your current campaign seems to be going at almost the exact same pace as mine for leveling (though story-wise we've gone through one campaign and are into a second), which seems to work well for our group. Once they understand what kind of situation causes them to lose, they'll know what they'll want in order to be better, and it puts real value into their level up. Otherwise, you're just giving a kid a piece of candy they didn't deserve. When my players find themselves in a situation they're about to lose, that's when they deserve to level up. When a group has been pushed to the limits of their current capabilities, it's time to extend those limits. I looked at their resources, and realized that they haven't really ever ran themselves dry, haven't used most of their class features, haven't used up all of their HP. I started asking myself, I said "Self, when exactly should my players level up?" I wasn't sure what the answer was, considering things have been so easy, so I looked at what would be the definition of "too hard" would be for them. real play and progression?I've actually been having this same concern now, albeit much earlier than you are as we're talking level 2 characters on their 5th session.
Many people I spoke to that were involved in that campaign left due to lack of level or plot progression, so it's got me thinking about how frequently most DMs hand out level ups with Milestone leveling? What other factors go into whether something feels like a grind vs. In contrast, my first game (while Pathfinder instead of 5e) was also milestone leveling (supposedly), and while I was a part of that group for 2 years, I came in at level 11 and when it all fell apart everybody was still level 11, and we had mid to deadly combat encounters encompassing every session. Everybody seems to be having fun despite slow level progression, as I've been able to appeal to each player's interests and backstory hooks in a sort of revolving cycle. We've been running for about a year and a half now, and the party has progressed from level 1 to level 6 (almost to the 7 mark by now), and they are almost halfway through the storyline. So I'm currently running a very long winded campaign, and we use Milestone Leveling.
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