Jack and Jill w/ Martin Urbano

Everyone's A Critic · Jul 31, 2025 · 1h 35m · transcript

Often described as one of the worst comedies ever made, Jack and Jill has become a punchline of its own. But is there more to it than people remember? Martin Urbano (Jimmy Kimmel Live, Comedy Central) joins me to revisit Adam Sandler’s double role disaster. We talk Al Pacino’s genuinely great performance, the deeply questionable cameos, and why Jack might actually be the real problem.

NOTE: This episode was recorded at the beginning of last year so any reference to release dates is no longer relevant.

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