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Decision-Making


Should Life Be Fun?
Lately a theme has been coming up in the conversations I’m having with clients and peers. Should life be fun? What role does fun have in how I create my life? My career? For many of us—especially those of us who adopted the “good girl” persona in childhood—fun is a secondary priority, if it even ranks at all. As an eldest daughter with cPTSD and an atrophied ability to connect to and make sense of my own emotions, needs, and desires, fun was something I drifted far, far away
jesspare84
3 days ago7 min read


Stop Trying to Think Your Way Into the Perfect Career Decision
When people are trying to figure out what to do next in their careers, they usually start in the same place. They take personality assessments. They clarify their values. They make a list of must-haves and deal breakers. They reflect on what they've enjoyed in past roles, what they're good at, and what gives them energy. They research different career paths. None of these are bad ideas. In fact, I use many of these exercises with my coaching clients because they're incredibly
jesspare84
Jun 253 min read


How to Figure Out What You Want to Do Next in Your Career
What If I Don't Know What I Want to Do Next in My Career? A few months ago, a woman came to me feeling completely stuck. She was in her 40s and deeply unhappy in her work. Not because it was objectively terrible, but because she couldn't shake the feeling that she'd somehow ended up in the wrong life. As she told me about her career, she kept apologizing for how "all over the place" it sounded. Does this look like you trying to explain your career path to people? "I've never
jesspare84
Jun 45 min read


Why Making Decisions Feels So Hard
Do you ever struggle with decision-making? Big or small, decisions can leave you spinning—hours, days, sometimes even months. Your mind loops in endless circles. You're exhausted. Paralyzed. Friends say you overthink everything. And even after you choose, you second-guess: Should I have gone with the other option? Did I get it wrong? I worked with a client this week who was stuck in exactly this place. Together, we began to explore what was happening beneath the surface. Firs
jesspare84
Jul 29, 20252 min read


What Improv Comedy Taught Me About Career Reinvention
When I tell people that I use improv exercises in my coaching workshops, I often get a puzzled look. "What does improv comedy have to do with career transition?" More than you might think. A few years ago, a friend invited me to an improv show at Happier Valley Comedy. At the time, I was navigating my own transition—figuring out what came next professionally, wrestling with uncertainty, and trying to build a life that felt more aligned. What started as a night out eventually
jesspare84
Jul 22, 20253 min read
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