My crack at round 4 (Starscream):

Top: Fall of Cybertron, War Within, Ladybird Storybooks, G1 Cartoon, G1 Marvel comics (Underbase-powered Starscream).
2nd Row: No idea, G1 Pretender, G1 Action Master, G2 Marvel Comics, Don't know.
3rd Row: Waspinator possessed by Starscream in Beast Wars (I think the episode was called "Ghost in the Machine"), Machine Wars, Beast Wars II, BW II (Hellscream), Armada, Energon, Cybertron, Masterpiece Starscream??, ROTF, Animated,
Bottom: Alternity, Transformers Prime, IDW Starscream wearing his "Armada Costume", Cloud, RiD (2015).

These seem to follow a similar sequence, i.e. WFC/FOC is usually first, and RiD (2015) is usually last. Might be more a stronger test (and more challenging) if these were more randomly scattered. Just a thought.