Share

Career Capital Collective
5. Confidence, Forbes 30 Under 30, Finding Passion as a North Star in Defining Success Through Career Pivots
Season 1, Ep. 5
•
Kayleigh sits down with Confidence Udegbue, a Forbes 30 Under 30 entrepreneur and product leader who built his dream job at Freeletics, Europe’s #1 fitness app. They explore his non-linear growth journey — from launching the alcohol kombucha startup Liquid Confidence, to working in AI, to finding his passion in health and wellness tech. Confidence shares practical insights on redefining success, pursuing passion without burnout, and staying open-minded while navigating new cultures.
For more:
Produced by Peoples Media
More episodes
View all episodes

11. 11. Where We Are Now: A Reintroduction to Sarah & Kayleigh
16:46||Season 1, Ep. 11So much has changed since we first hit record on this podcast. In this episode, Sarah and Kayleigh take a moment to reintroduce themselves, sharing where they’re living now, what they’re working on, and how their careers and lives have evolved since the podcast began. From unexpected pivots to new chapters, this conversation is an honest update on where things stand today. Consider this the reset before what’s next.For more:Follow Kayleigh on InstagramFollow Sarah on InstagramProduced by Peoples Media
10. 10. Making More Money in 2026: Strategies That Actually Work
25:32||Season 1, Ep. 10Everything is getting more expensive, but most people don’t feel like their income is keeping up. You can cut your costs, or you can find ways to make more money. With only 29% of millennials engaged at work, many people feel stuck in jobs that don’t pay enough and aren’t sure how to change it. Sarah and Kayleigh share how they’re thinking about earning more in 2026, from new income opportunities to unconventional career strategies that go beyond the traditional path.For more:Follow Kayleigh on InstagramFollow Sarah on InstagramProduced by Peoples Media
9. 9. Second Chances: Emily O’Brien’s Path from Prison to Entrepreneur
22:17||Season 1, Ep. 9Sarah sits down with Emily O’Brien, Founder and CEO of Comeback Snacks, for an honest conversation about second chances and redefining success. Emily’s entrepreneurial journey began inside a Canadian prison, where she started making gourmet popcorn in the prison kitchen. After her release, she turned that idea into Comeback Snacks, a purpose-driven brand now sold in 1,300 stores across Canada that employs formerly incarcerated individuals. This episode is for anyone who’s ever felt behind, written off, or unsure what’s next.For more:Follow Kayleigh on InstagramFollow Sarah on InstagramProduced by Peoples Media
8. 8. From Chaos to Clarity: The Career Risk That Didn’t Work, and Why I’m Grateful It Didn’t
33:32||Season 1, Ep. 8This episode is for anyone who’s thought about making a “this could either make me a multimillionaire or blow up my life” career move. Kayleigh walks through journey from Germany at Amazon to Bay Area tech startup to stability as an executive in Nashville.She shares the chaos, the lessons learned the hard way, and the clarity that only comes after things fall apart. She dives into risk, stability, self-protection, and why success looks very different once you stop chasing titles and start building a sustainable, fulfilling life.For more:Follow Kayleigh on InstagramFollow Sarah on InstagramProduced by Peoples Media
7. 7. Rebuilding After Loss: Career, Relationship, Identity
37:19||Season 1, Ep. 72025 broke everything Sarah thought she was building. In this episode, she shares the reality of career and her relationship status - and the emotional aftermath that followed.This isn’t a highlight reel. It’s an honest conversation about identity loss, rebuilding confidence, and finding meaning again when everything feels uncertain. Sarah also talks through the tools that helped her move forward and what she’s focusing on next as she starts over.For more:Follow Kayleigh on InstagramFollow Sarah on InstagramProduced by Peoples Media
6. 6. Redefining Success - How Amanda “Robby” Robson Built a $22M Venture Fund
45:23||Season 1, Ep. 6For the first time, Sarah interviews her sister Amanda, known as “Robby,” for a raw conversation about ambition, risk, and redefining success. As a solo female General Partner in venture capital, Amanda defied the odds by leaving her job as a Partner at an established venture capital fund and raising $22 million for her own fund, Modern Technical Fund (MTF), during one of the most difficult fundraising environments.In this episode, she shares the realities behind the headlines: the challenges, the internal recalibrations, and what it really takes to build something independently in a cutthroat, highly competitive industry. A must-listen for founders, investors, and anyone questioning whether they want to build something of their own.For more:Follow Kayleigh on InstagramFollow Sarah on InstagramProduced by Peoples Media
4. 4. Job Loss and What to Do When You’re Starting Over
32:06||Season 1, Ep. 4Losing a job can feel like losing a piece of your identity, but it can also be the beginning of something better. In this episode, Kayleigh and Sarah open up about the emotional and practical sides of job loss: how to process the experience, regain confidence, and take the first steps toward what’s next. Whether you’ve been laid off, made redundant, or chosen to pivot, this episode is about finding strength and clarity in the restart.For more:Follow Kayleigh on InstagramFollow Sarah on InstagramProduced by Peoples Media
3. 3. Expanders: The People Who Show Us What’s Possible
29:33||Season 1, Ep. 3In this episode, Kayleigh and Sarah explore the idea of expanders, the people who help us see new possibilities for our lives and careers. Sarah shares how her sister became one of her biggest expanders, while Kayleigh talks about how Codie Sanchez inspired her to think differently about business and ownership. Together, they break down the different types of expanders, how to find them, and how to use their influence to fuel your own growth.For more:Follow Kayleigh on InstagramFollow Sarah on InstagramProduced by Peoples Media