I agree that's an expectation made using a subjunctive mood construction, but made in the past, at the
time the President considered the situation, looking towards the future
as seen at that time.
Think about reported speech, in which
Will->would (both with the meaning of expectation
He thinks (now) how sad it is that after four tumultuous years of leading the free world it
will all fizzle into one miserable pile of requests from a bunch of
crooks.
He thought (then) how sad it was that after four tumultuous years of leading the free world it
would all fizzle into one miserable pile of requests from a bunch of
crooks.
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