Still Figuring It Out

Still Figuring It Out

From Chasing Brighter Podcast: Choosing Real Over Perfect by Jessica Colarco and Kelly Fox

May 28, 2026 · 19 min · Season 5 · Episode 32

About this episode

Jessica and Kelly discuss their personal struggles with achievement pressure and people-pleasing while sharing practical advice for recognizing and addressing old patterns.

No frameworks, no formulas — just two sisters getting real. In this May wrap-up episode, Jessica and Kelly close out the month by doing what they do best: being honest. They share the moments they slid back into old patterns (Jessica with achievement pressure, Kelly with people-pleasing), talk about parenting through milestones, and remind us that noticing the pattern is the work. This one might just be one of their favorites — and it might become one of yours too. In This Episode Jessica opens up about a surprising emotional moment with her high school senior, Gabby, and catches herself sliding back into achievement-based pressure — the exact pattern she's been unpacking all season. Kelly shares her own version: people-pleasing still shows up, even when you know better. Together, they explore what it actually looks like when two people who talk about growth for a living still have to do the messy, daily work of it. They also leave you with three things you can actually use when you catch yourself sliding back: Name it without judgment. Simply say, "I'm in that old pattern right now." You don't have to fix it immediately. Get curious, not critical. Instead of asking why am I…

People in this episode

Hosts: Jessica Colarco, Kelly Fox

Topics covered

  • parenting
  • self-improvement
  • personal growth
  • sibling relationships
  • achievement pressure
  • people-pleasing

Keywords

  • achievement pressure
  • people-pleasing
  • parenting
  • self-awareness
  • personal growth
  • sibling dynamics

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