It is very discouraging to know that you need events in order to improve your Servants but to unlock the events you need to advance the story (which requires stronger Servants). A real catch 22.
I was in the same boat until the recent Valentine event but it finally gave me the push to continue forward, so I completed America to Solomon in a short period of time. Barely in time to allow me to try out the CCC. Not sure how it will turn out since I'm severely underleveled but I'm still on par for the main quest.
Thankfully a good offensive support can carry you through those Singularities.. then again your squad is far better than mine.
I mainly used Murasaki/Mash, Shi Huang Di plus support Cu Alter. The exceptions were the Camelot bosses and Solomon (support Herc soloed everything).
Kuro also proved exceptionally valuable.
Personally I'd suggest that you advance the story during the dead weeks in NA or in the worst case use a few apples while waiting for your AP on NA to regenerate.
One advantage is the SQ you gain from the main quests and finishing the singularities. If your lucky streak continues then you will gain more new Servants to play around with. It will also provide the free quest you need in order to farm the required materials.
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