How to Win!

is Maria Bamford's second comedy album, following The Burning Bridges Tour.

It was recorded at Cap City Comedy Club in Austin, Texas, on November 15–19, 2005.

[2] Stewart Mason of AllMusic found the album an improvement over her debut record, noting that Bamford seemed to be relying less on a cartoony persona and called her material both "amusingly dark" and "less insular" than previously, "focusing on more social and political topics.

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