I Lost 20lbs in Two Months, Ask Me How poster

I Lost 20lbs in Two Months, Ask Me How

Movie 2002 7m
Directed by Toby Wilkins

Bob, a sharp-tongued everyman played by John DiMaggio, narrates his recent slimming plan with a running commentary that treats each lost pound like a small accomplishment. He breaks down day-to-day choices, wardrobe changes, awkward social moments and the minor miscalculations that mark ordinary... Read more

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Streaming availability last verified: January 14, 2026

About I Lost 20lbs in Two Months, Ask Me How

Bob, a sharp-tongued everyman played by John DiMaggio, narrates his recent slimming plan with a running commentary that treats each lost pound like a small accomplishment. He breaks down day-to-day choices, wardrobe changes, awkward social moments and the minor miscalculations that mark ordinary life. Darcy Martin's Wendi pops up as a confidante, skeptic and occasional foil, reacting to Bob's blunt observations. The film keeps things light, alternating between direct-to-camera confessions and short comic scenes that illustrate Bob's claims, so you get practical details, self-mockery and a steady gag rhythm. It reads like a stand-up routine turned into a film, focusing on process, habits and personality rather than dramatic stakes or surprise reveals. Small details carry most of the film's humor.

Released in 2002, the comedy was directed by Toby Wilkins and created by Paul Sopocy. John DiMaggio and Darcy Martin lead the cast. The material appears original, presented with a low-key, character-driven sensibility typical of small independent comedies, with quirks.

No reliable box office or distribution data is available, and the film's online footprint is minimal, suggesting it did not get a wide theatrical release and likely screened only in small or private venues, and it likely screened at festivals.

The movie has not entered mainstream pop culture and there are no widely quoted lines or recurring references. Still, it may appeal to viewers who like comic monologues and character-led sketches, and collectors of obscure early-2000s indie comedies might seek it out for DiMaggio's unusual leading role, and niche audiences.

Public and critical response is scarce, with a listed vote average of 0.0 out of 10 based on zero votes, indicating no audience feedback. The film leans on themes of self-improvement, habit change and the comedy of small, honest admissions, using repetitive enumeration of pounds lost as its central gag.

Details

Release Date
January 31, 2002
Runtime
7m
Type
Movie
Genres
Comedy
Country
United States
Studio
Case Sensitive Films
External Links
View on IMDB

Cast

John DiMaggio

John DiMaggio

Bob

D

Darcy Martin

Wendi

Director: Toby Wilkins

Written by: Paul Sopocy

Frequently Asked Questions

I Lost 20lbs in Two Months, Ask Me How is not currently available to stream, rent, or buy online in the US. Check back later for updates.

Bob, a sharp-tongued everyman played by John DiMaggio, narrates his recent slimming plan with a running commentary that treats each lost pound like a small accomplishment. He breaks down day-to-day choices, wardrobe changes, awkward social moments and the minor miscalculations that mark ordinary ...

I Lost 20lbs in Two Months, Ask Me How stars John DiMaggio and Darcy Martin.

I Lost 20lbs in Two Months, Ask Me How was directed by Toby Wilkins.

I Lost 20lbs in Two Months, Ask Me How was released on January 31, 2002.

I Lost 20lbs in Two Months, Ask Me How is a Comedy film.

John DiMaggio plays Bob, the main character who narrates a pound-by-pound breakdown of his recent weight loss. Bob is the central focus of the film's comedic premise.

Darcy Martin plays Wendi, a character who appears alongside Bob. The provided synopsis focuses on Bob, so it doesn't give further detail about Wendi's specific part.

The movie is a comedy in which Bob gives a pound-by-pound breakdown of his recent successful weight loss. It presents his experience as the core of the film's narrative.

The film is listed with a 0.0/10 rating. That is the only reception metric provided in the available information.