Description:
An issue with towny and luckperms that was fixed in a version previously.
When a new player joins a town, they cannot run town commands until they reconnect to the server.
TownyAdvanced/Towny#4264

Expected Behavior:
Player should be able to run /plot and /res commands once they join a town, without needing to reconnect to the server.

Edited to include:
Tested on paper spigot 1.16.2, Luckperms 5.1.93, and Towny 0.96.2.15

I don't see how this could be Luckperm's fault. Permission checks are handled on the other plugins end. If I had to guess, Towny is caching the permission results and only rechecking them after a relog.

Just to rule out LP, try turning on verbose with /lp verbose on <yourIGN> & towny, then trying the affected commands before a relog. If you could send a screenshot of that, that would be ideal.

Alright so I tested it on my alt and I did have issues with commands, but not as many as most players are reporting to me.

I am also getting reports of the same issues, but different systems on my server. All minor systems like a cosmetic effect got unlocked and they had to relog to get it. Those aren't connected to the towny plugin in any way.

My character could not use /t spawn, but could use /plot claim. Most of my players report the other way around.
(Sorry, I realized you said screenshot - my bad)

BeardedBen issued server command: /t add AlpacaSpice
[com.palmergames.bukkit.towny.Towny] [Town Msg] StaffRoom: BeardedBen invited AlpacaSpice to the town.

[14:12:51 INFO]: [LP] Verbose logging enabled for checks matching AlpacaSpice & towny.

.... [14:12:56 INFO]: AlpacaSpice issued server command: /accept staffroom
.... [14:12:56 INFO]: [com.palmergames.bukkit.towny.Towny] [Town Msg] StaffRoom: AlpacaSpice joined the town!

.... [14:12:58 INFO]: AlpacaSpice issued server command: /t spawn
.... [14:12:58 INFO]: [LP] VB > alpacaspice - towny.admin - false
.... [14:12:58 INFO]: [LP] VB > alpacaspice - towny.* - undefined
.... [14:12:58 INFO]: [LP] VB > alpacaspice - towny.admin.spawn - false
.... [14:12:58 INFO]: [LP] VB > alpacaspice - towny.* - undefined
.... [14:12:58 INFO]: [LP] VB > alpacaspice - towny.admin.* - undefined
.... [14:12:58 INFO]: [LP] VB > alpacaspice - towny.town.spawn.town - false
.... [14:12:58 INFO]: [LP] VB > alpacaspice - towny.* - undefined
.... [14:12:58 INFO]: [LP] VB > alpacaspice - towny.town.* - undefined
.... [14:12:58 INFO]: [LP] VB > alpacaspice - towny.town.spawn.* - false

.... [14:13:01 INFO]: BeardedBen issued server command: /tpahere AlpacaSpice
.... [14:13:07 INFO]: AlpacaSpice issued server command: /cmi tpaccept BeardedBen
.... [14:13:17 INFO]: AlpacaSpice issued server command: /plot claim

.... [14:13:17 INFO]: [LP] VB > alpacaspice - towny.admin - false
.... [14:13:17 INFO]: [LP] VB > alpacaspice - towny.* - undefined
.... [14:13:17 INFO]: [LP] VB > alpacaspice - towny.command.plot.claim - true
.... [14:13:17 INFO]: [LP] VB > alpacaspice - towny.command.plot.claim - true
.... [14:13:17 INFO]: [LP] VB > alpacaspice - meta: towny_extraplots - null

.... [14:13:22 INFO]: AlpacaSpice issued server command: /plot info
.... [14:13:22 INFO]: [LP] VB > alpacaspice - towny.admin - false
.... [14:13:22 INFO]: [LP] VB > alpacaspice - towny.* - undefined
.... [14:13:22 INFO]: [LP] VB > alpacaspice - towny.command.plot.perm - true
.... [14:13:22 INFO]: [LP] VB > alpacaspice - towny.command.plot.perm - true

I've had the same issue and opened an issue on Towny, seems like this is a luckperms related issue. Works on relog of player everytime.

Yeah.... I commented your ticket.

Towny devs usually close stuff fast and say "not my problem".

Update, I'm seeing issues with plugins like jobs reborn and such, doing the same thing now.

As far as I know this issue has been fixed in Towny itself.

#1330 (comment)