The Worst That Could Happen poster

The Worst That Could Happen (2026)

Movie ★ 10.0 13 min

Comedy

Harold, an anxiety-ridden college student who can't tell the difference between his intrusive thoughts and reality, has decided today is the day to finally ask out, or rather first talk to, his crush. Along for the "ride" is his good pal Skip, whose antics are the perfectly wrong match for Harold's anxiety.

Sam Jaeger Director Sam Jaeger Writer

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Quick facts

Released
March 10, 2026
Runtime
13 min
Language

Themes

Cast

Sam Jaeger Harold Gabi Heuser Skip Tibbles Rebecca Armstrong Lily Unger Keith Jaeger Mr. Unger Danette Jaeger Mrs. Unger Eric Heuser Mike Tibbles Tanya Heuser Prospective Buyer Connor Butler Cornelius

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Frequently asked questions

What is The Worst That Could Happen about?
Harold, an anxiety-ridden college student who can't tell the difference between his intrusive thoughts and reality, has decided today is the day to finally ask out, or rather first talk to, his crush. Along for the "ride" is his good pal Skip, whose antics are the perfectly wrong match for Harold's anxiety.
Who directed The Worst That Could Happen?
The Worst That Could Happen was directed by Sam Jaeger.
Who stars in The Worst That Could Happen?
The Worst That Could Happen stars Sam Jaeger, Gabi Heuser, Rebecca Armstrong, Keith Jaeger.
When was The Worst That Could Happen released?
The Worst That Could Happen is a 2026 comedy film.
Where can I watch The Worst That Could Happen?
You can watch The Worst That Could Happen with full details, cast, and streaming options on 3eyedraven.