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I Thought I Was Developing This Employee. They disagreed. Here’s Where I Went Wrong.
The areas of opportunity for this employee were clear to me. At a weekly 1:1, I delivered feedback, explained the behaviors I wanted to see, and followed up with an email recap to ensure clarity. It was a hard conversation in many ways— there were lots of dynamics at play, some within my control, some not. While I was focused on the current situation, the employee voiced frustrations about past leaders and situations they felt were unfair. I wasn’t expecting the conversatio

Jessica Crooker
Apr 15, 20252 min read


The Career Path Myth
Unpopular Opinion: I hate the phrase ‘career path.’ Why? Because it sets leaders and employees up for unrealistic expectations and...

Jessica Crooker
Feb 25, 20252 min read


From Invisible to Valuable: Refining Your Vision
A leader told me he is concerned about how much (or little) his organization values his team’s work. As a result, he feels a sense of...

Jessica Crooker
May 19, 20242 min read


A crucial mistake leaders make: ignoring cultural shifts
I started working at a founder-led company in its 10th year. The entrepreneurial spirit upon which it was founded was palpable. Cultural...

Jessica Crooker
May 11, 20242 min read


This is your sign to connect
One of my team members recently told me: “I feel like we’ve been ships passing in the night a lot lately.” Uh-oh. This is not good...

Jessica Crooker
May 6, 20243 min read
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