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14 "Shakespearean character joins private eye-thats rich!" (10)
Many thanks

Mrsalad,
PROSPEROUS. Prospero + Us (Private Eye magazine)

JohnT, I suspect the two meanings of crack relate to drugs and other dogs

Oh yes, geddit; the two types of crack “keenly sensed” by dogs are 1) drugs and 2) other dogs’ bottoms. Quite funny, thanks Cyclops

26A "Marks a big shot on speed" (9).
Billboard or wallboard fits but stuck on parsing the clue.
Many Thanks

Calibrate?

26 Celebrate, mark - Celeb, a big shot, and Rate, judge.

The clue was actually Mark's... so there's no need for a plural (as indicated in the query).

This one is really flummoxing me.
21 across.
Millions standing by ex-President wanting money for ex-running mate (4,5)
_ _ k _ / p _ _ _ e

I've see ex-president as a clue a number of times.
Is it literally a past president?
Of any nation?
Or initials?

Notorious ex President of the US