S1 E4: Chasing Milestones, Doubting Yourself & Trusting Your Timeline

In this episode, Jess and Karli dive into the pressure of life timelines and the quiet (or not-so-quiet) comparisons that come with them. At 26, Jess is a married homeowner. At 28, Karli is single and living with her parents. Their lives couldn’t look more different on paper—and yet, they’re both asking the same thing: Am I doing life all wrong?In this honest conversation, they unpack how easy it is to feel behind when everyone else’s life looks perfectly on track—especially online. From unspoken expectations to the illusion of “success,” Jess and Karli explore the shame and self-doubt that can creep in when we measure ourselves against others. If you’ve ever questioned your path or wondered if you’re where you’re “supposed” to be, this episode is your reminder that you’re right on time.