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Asking For What You Want Can Be Hard
I’ve interviewed hundreds of people over many years but there’s five minutes in every hiring conversation that’s almost always awkward: the moment you’re invited to name your number. For a lot of brilliant humans - especially introverts and many women - this is where confidence gets wobbly, words get stuck, and perfectly good leverage quietly walks out the door.

Annie Flannagan
Jan 18


Hold Off on the Jump
For years, the fastest way to lift your pay seemed simple: switch jobs and collect a BIG bump. That playbook is far less reliable today.

Annie Flannagan
Jan 11


Don’t Let Tenure Fool You
This still floors me. If you’ve ever hired (or been hired), you’ve seen it: 5+ years required. 10+ years preferred. It’s written like a proxy for certainty - like time served automatically equals capability.

Annie Flannagan
Nov 30, 2025
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