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Cup of Ambition.

Unfiltered advice, career tools, and reminders to keep showing up with gumption.

Written by

Kelly Roehm, Founder @ gumption.

☕️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

Feb 5, 2026

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15 min read

☕️Cup of Ambition: Career PR & Losing Your Cool 😡

Kelly Roehm

Jan 22, 2026

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19 min read

☕️Cup of Ambition: It's Time to Negotiate 💵

Kelly Roehm

Jan 8, 2026

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11 min read

☕️Cup of Ambition: We're Claiming 2026 as Our Year.

Kelly Roehm

Dec 11, 2025

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12 min read

☕️Cup of Ambition: More Happened This Year Than You Think

Kelly Roehm

Nov 26, 2025

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14 min read

☕️Cup of Ambition: Do you dream of quitting your job? 😴

Kelly Roehm

Nov 13, 2025

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15 min read

☕️Cup of Ambition: “I just got laid off.”

Kelly Roehm

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Archive

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

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

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

☕️Cup of Ambition: Career PR & Losing Your Cool 😡

☕️Cup of Ambition: It's Time to Negotiate 💵

☕️Cup of Ambition: We're Claiming 2026 as Our Year.

☕️Cup of Ambition: More Happened This Year Than You Think

☕️Cup of Ambition: Do you dream of quitting your job? 😴

☕️Cup of Ambition: “I just got laid off.”

Cup of Ambition.