Ep 23: The Myth of ‘Making It’:Six Figures, Three Kids, Zero Contentment

Send us Fan MailIronically, I’ve helped so many people figure out their next career move—but if you asked me what the pinnacle of my own career is? I couldn’t tell you.In this episode of Who Let Me Do This, I’m getting brutally honest about success, ambition, and why it can feel like nothing is ever “enough” for high-achieving working moms. I talk about:How my definition of success has changed from college to kids to careerThe real tension between wanting a big career and wanting to be present with your familyHitting big milestones—money, titles, house, kids—and still feeling like you’re behindComparing yourself to friends with bigger jobs, bigger houses, bigger livesWhat I ask my coaching clients about the “pinnacle” of their careers… and why I can’t answer it for myselfThe messy overlap of imposter syndrome, ambition, and gratitudeIf you’ve ever looked around at your life—your kids, your job, your home—and flipped between gratitude of what you've achieved and frustration for what you haven't - this episode is for you.This is for the working moms, perfectionists, overachievers, and quiet overthinkers who are trying to build a good life, not just a good résumé.👉 Listen if you’re curious about: working mom life, career growth, defining success, imposter syndrome, burnout, ambition, money, contentment, and what “making it” actually means. If you vibed with this episode, here’s how you can keep the chaos going: Hit Follow so new episodes show up without you having to remember (because who has the brain space?)Share it with your favorite boss bestie so they know they’re not alone 🍷Leave a rating & review — it’s basically the podcast version of a compliment, and you know I live for those 💕Pop by instagram @saideegrimley or tiktok @wholetmedothispod and tell me what no ones saying out loud as a high achieving working mom