Welcome to gumption.

Cup of Ambition is a bi-weekly newsletter packed with advice, stories, and tips to help you survive your 9 to 5 and claim your impact. No corporate jargon, toxic positivity, or outdated advice. Guaranteed.

Archive

Jun 11, 2026

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7 min read

☕️Cup of Ambition: When you've done it all.

Kelly Roehm

May 28, 2026

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8 min read

☕️Cup of Ambition: When Did the Job Search Become a Marketing Campaign?

Kelly Roehm

May 14, 2026

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8 min read

☕️Cup of Ambition: I Almost Quit 4 Times This Year 😫

Kelly Roehm

Apr 30, 2026

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7 min read

☕️Cup of Ambition: The Things AI Can't Copy.

Kelly Roehm

Apr 16, 2026

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8 min read

☕️Cup of Ambition: You Gotta Start Somewhere.

Kelly Roehm

Apr 2, 2026

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14 min read

☕️Cup of Ambition: Stop Doing the Dirty Work for Free

Kelly Roehm

Mar 19, 2026

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13 min read

☕️Cup of Ambition: Why No One Knows You’re Doing a Good Job

Kelly Roehm

Mar 5, 2026

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9 min read

☕️Cup of Ambition: Should You Tell the Truth at Work?

Kelly Roehm

Feb 19, 2026

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11 min read

☕️Cup of Ambition: We Need to Talk About AI + Your Job.

Kelly Roehm

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