If you ask me, the show presents this.
In terms of the timelines:
May 2017 - The agents defeat Aida.
May 2017 - The agents, minus 29-year-old Fitz, are sent to 2091-A (see 2091-A to follow their story).
May-November 2017 - 29-to-30-year-old Fitz in prison.
November 2017 - With Hunter's help, 30-year-old Fitz freezes himself with the plan to wake in 74 years.
December 2017 - The agents return from 2091-A with 104-year-old Fitz-A (see 2091-A to see where their story has just come from). Meanwhile, out in space, 30-year-old Fitz is still frozen.
May 2018 - Talbot goes crazy wanting to stop Thanos. Meanwhile, out in space, 30-year-old Fitz is still frozen.
SPLIT POINT.
May 2018-A - Earth is destroyed. From here we add an A to everyone's names to clarify we're talking about this version of the characters from timeline A. In terms of Fitz, 30-year-old Fitz out in space we now call 30-year-old Fitz-A. That Fitz will eventually go on to, when he's 104 years old, go back from 2091-A to 2017 and so 104-year-old Fitz-A is now passing through the split point for the second time, so we will call him 104-year-old Fitz-AA.
2018-2022-A - Past Life flashbacks with the survivors of the destruction of Earth: 104-to-108-year-old Fitz-AA, Simmons-A, May-A, and Yo-Yo-A. Meanwhile, out in space, 30-to-34-year-old Fitz-A is still frozen.
2091-A - Fitz-A, now 104 years old, wakes and prepares for the 2017 agents' arrival.
2091-A - The 2017 agents arrive (see May 2017 for where their story has just come from).
2091-A - The agents, now reunited with 104-year-old Fitz-A, go back in time to December 2017 (see December 2017 to follow their story).
But, in May 2018-B - The agents save Earth. From here we add a B to everyone's names to clarify we're talking about this version of the characters from timeline B. In terms of Fitz, 30-year-old Fitz out in space we now call 30-year-old Fitz-B. 104-year-old Fitz-A is now 104-year-old Fitz-AB.
May 2018-B - 104-year-old Fitz-AB dies.
May 2018-B - The team realise that 30-year-old Fitz-B is out there in space with a free destiny, no longer destined to wake in 2091.
2019-B - Season 6.
Three Fitzes: Fitz-A = Fitz-AA who lives to the future, goes back, fails, and lives into the destroyed timeline again, stuck in the loop; Fitz-AB who lives to the future, goes back, succeeds and dies; Fitz-B who lives into the new timeline (out in space at the time of success) and is found in Season 6.
Or, imagine this:
Imagine a piece of string representing Fitz's life. It continuously passes through 2017 to 2091, then goes through a portal at 2091 back to 2017, before it continues. The string doubles up - Fitz is double-existing from late 2017, the younger version out of space and the older version who has been through that and gone back in time.
Now imagine taking scissors to 2018 and snipping (the timeline splitting). You've got two loose ends, the 30-year-old and the 104-year-old. The 104-year-old dies. The 30-year-old, with no destiny, is out in space and Simmons goes to find him.
Or, view it from the perspective of Fitz's biography. Every character's biography splits when the timeline splits, right? Same backstory up to a point, then a split. So, for example, Yo-Yo:
May 2018 - Yo-Yo argues they have to let Coulson die.
--SPLIT POINT
--May 2018-A - Earth is destroyed and Yo-Yo goes to the Lighthouse.
--But the other version after the split: May 2018-B - Earth is saved and Yo-Yo attends the drinks saying goodbye to Coulson.
So, in terms of Fitz (the formatting here isn't helpful but I hope you understand)
November 2017 - Fitz is frozen.
May 2018 - Fitz is still frozen out in space.
--SPLIT POINT (1ST TIME)
--May 2018-A - Fitz is still frozen.
--2018-2091-A - Fitz is still frozen.
--2019-A - Fitz wakes. He travels back to 2017.
--December 2017 - Fitz arrives back from 2091-A. His younger self is out in space.
--May 2018 - Fitz is with the team as they deliberate what to do with Coulson. His younger self is out in space.
----SPLIT POINT (2ND TIME)
----May 2018-A - Earth is destroyed. Fitz goes to the Lighthouse.
----2018-2022-A - Past Life flashbacks.
----After 2022-A - Fitz eventually dies.
----But the other version after the 2nd split: May 2018-B - Earth is saved. Fitz dies in the rubble.
--But the other version after the 1st split: May-2018-B - Fitz is still frozen.
--2019-B - Fitz reunites with Simmons.
I wish I could draw you a diagram, the formatting on wiki discussions is not easy to explain it. But to me, it's clear there's a simple split in the timeline which provides three versions of Fitz: lived through Destroyed Earth timeline twice Fitz, lived through Destroyed Earth timeline once then into Saved Earth and died there Fitz, and lived just straight into Saved Earth Fitz.