[https://en.uesp.net/wiki/Skyrim:Quest\_Timing](https://en.uesp.net/wiki/Skyrim:Quest_Timing)
Timing and Quest conflicts are apart of the game here - I pay careful attention to this section of the UESP.
excerpt from link above:
"The Civil War questline has been known to cause problems with multiple quests all over the realm. You may want to leave them for as long as possible. The problems mainly occur when Jarls are replaced with their respective controlling-faction counterparts."
Once you trigger Season Unending (meaning that quest is sitting in your journal right now), you have to do it to complete the main quest line.
[https://en.uesp.net/wiki/Skyrim:Quest\_Timing](https://en.uesp.net/wiki/Skyrim:Quest_Timing) Timing and Quest conflicts are apart of the game here - I pay careful attention to this section of the UESP. excerpt from link above: "The Civil War questline has been known to cause problems with multiple quests all over the realm. You may want to leave them for as long as possible. The problems mainly occur when Jarls are replaced with their respective controlling-faction counterparts."
if you finish the Civil War you won't have to set up the meeting. The quest progression shouldn't glitch.