@Shard Looking a lot better. A few comments:
Diplomacy (5/5)
5 Years
Y1: Request Aid from Inquisition
Y2: Sound Out (Next Moves)
Y3: Persons of Interest (1/1) - DOUBLE DOWN (IF NOT USED ELSEWHERE)
Y4: Ear To The Ground
Y5: Diplomatic Relations (Vanaheim)
5 Years
Y1: Establish Embassy (Byzantium)
Y2 - Y3: Investigate (Byzantium) (2/2)
Y4: Persons of Interest (1/1) - DOUBLE DOWN (IF NOT USED ELSEWHERE)
Y5: Diplomatic Relations (Vanaheim), twice - DOUBLE DOWN (IF NOT USED ELSEWHERE)
Since we get a -5 to success chance after a successful Diplomatic relations I don't think we want to do two different attempts. I suppose you could be going for a double down through the use of two actions instead of our Rotbart based double down, however I'm pretty sure we cannot combine that with a normal double down.
Since I think it likely that we will have Double Downs available on years 4 and 5 I think it would be better to organize it with a diplomatic relations attempt in Year 4 and Year 5 (year 5 targeting Svartalfhiem unless Vanaheim failed) and use Double Downs on each (if available).
That's why I originally organized it that way.
Also, I think Persons of Interest is a very low priority for using a Double Down. There isn't any significant penalty for failure, nor is the benefit very large, so I don't see the point of using a Double Down there.
Ridcully - 5 Years
Y1 - Y?: Where are they? - REPEAT UNTIL CONCLUDED, DOUBLE DOWN EACH TIME
Y2-Y5: Research: Neo-Astropathic Choirs - DOUBLE DOWN
Tamia - 5 Years
Y1: Psychic Materials: Dragon Turtles
Y2: Research: Neo-Astropathic Choirs IF RIDCULLY BUSY - Psychic Materials: Phase Tigers
Y3: Research: Neo-Astropathic Choirs IF RIDCULLY BUSY - Psychic Materials: Illusionary Pines
Y4: Research: Neo-Astropathic Choirs IF RIDCULLY BUSY - Psychic Materials: Mirage Pines
Y5: Research: Neo-Astropathic Choirs IF RIDCULLY BUSY - Psychic Materials: Congregation Asps
Xavier - 5 Years
Y1: Mentoring: Beta
Y2-Y3: Simple Anti-Psyker Wards: Void Shields - EXPEDITE (2/2)
Y4: Simple Anti-Psyker Wards: SAM Batteries - EXPEDITE (1/1)
Y5: Masterwork Force Weapons: Primaris Psykers (1/6)
I actually really liked Tamia investigating the Black Crystal Breastplate. Since starting Neo Astropaths in Y3 is acceptable timing, I'd this would be a better organization achieve the flexibility you want:
Ridcully - 5 Years
Y1 - Y?: Where are they? - REPEAT UNTIL CONCLUDED, DOUBLE DOWN EACH TIME
Y2: IF RIDCULLY IS FREE - Mentoring Gammas
Y3-Y5: Research: Neo-Astropathic Choirs - DOUBLE DOWN
Tamia - 5 Years
Y1-Y2: Research: Black Crystal (Breastplate)
Y3: Research: Neo-Astropathic Choirs IF RIDCULLY BUSY - Psychic Materials: Dragon Turtles
Y4: Research: Neo-Astropathic Choirs IF RIDCULLY BUSY - Psychic Materials: Phase Tigers
Y5: Research: Neo-Astropathic Choirs IF RIDCULLY BUSY - Psychic Materials: Illusionary Pines
Xavier - 5 Years
Y1: Mentoring: Beta
Y2-Y3: Simple Anti-Psyker Wards: Void Shields - EXPEDITE (2/2)
Y4: Simple Anti-Psyker Wards: SAM Batteries - EXPEDITE (1/1)
Y5: Masterwork Force Weapons: Primaris Psykers (1/6)
You might also want to ask durin if we can expedite Force Weapons. I can't remember if he was asked that before, but it seems like something that could be Expedited. It might be marginally better to expedite that than Shipyards.
Compiled Double Downs (In priority order, DD the action on the left if possible, then move down to the right if actions aren't possible/done for some reason.)
Y1: Where are they? (Telepathica)
Y2: Where are they? ELSE Research: Neo-Astropathic Choirs
Y3: Where are they? ELSE Research: Neo-Astropathic Choirs ELSE Persons of Interest
Y4: Where are they? ELSE Research: Neo-Astropathic Choirs ELSE Persons of Interest
Y5: Where are they? ELSE Research: Neo-Astropathic Choirs ELSE Diplomatic Relations (Vanaheim)
Again, I really do not like using Double Downs on Persons of Interest. If you make the changes I suggest to Diplomacy and Telepathica then this would be my suggestion for Double Downs:
Y1: Where are they? (Telepathica)
Y2: Where are they? ELSE Investigate (Byzantium)
Y3: Where are they? ELSE Research: Neo-Astropathic Choirs ELSE Psychic Materials: Dragon Turtles
Y4: Where are they? ELSE Research: Neo-Astropathic Choirs ELSE Diplomatic Relations (Vanaheim)
Y5: Where are they? ELSE Research: Neo-Astropathic Choirs ELSE Diplomatic Relations (Vanaheim) ELSE Diplomatic Relations (Svartalfheim)
Double Down on Psychic Materials is obviously better than Persons of Interest (if only from action economy since Telepathica actions are more valuable).
With Neo-Astropaths not starting until year 3, a double down is available (assuming not repeating Where Are They) so decided to throw it at Investigate Byzantium (which again seems more valuable than Persons of Interest).
Then Double Down priority is Neo-Astropaths, followed by Diplomatic relations.
If you make those changes (or something roughly similar) I'll vote for your plan.
And besides, don't we have to Hold Ground before Founding City in the Iota region?
That's left over from before we had any settlements in Duat and a regional military.
Personally I don't have strong feeling for founding a city versus defense improvements. So if you do decide to found a city it won't change my vote.