S11 E3: R.I.P. to Traditional Careers as we Know Them with Cassandra Babilya episode artwork

EPISODE · Jan 26, 2026 · 50 MIN

S11 E3: R.I.P. to Traditional Careers as we Know Them with Cassandra Babilya

from I Hate It Here · host Hebba Youssef

I’ve been thinking a lot about how aggressively we were sold the idea of career growth, and how nobody ever explained what happens when you get there and it still doesn’t feel good! This episode is a big, honest reset on what careers even mean these days, because the whole traditional career ladder thing hasn’t been the same since the early 2020’s. Cassandra Babilya and I talk about why stability is basically a myth now, why doing everything “right” doesn’t guarantee fulfillment, and why portfolio careers, flexibility, and values are replacing titles and ladders.  If your definition of success is quietly changing and you’re wondering how you can define it in a way that fits the times, come listen to our chat! Quantum Workplace helps leaders build thriving teams that fuel business success. We give leaders at every level a clear path forward—by unlocking critical talent insights across engagement, performance, and development. With clarity and confidence, people leaders can act decisively, scale leadership quality, and strengthen connection and performance.  Trusted by thousands of people-focused companies, Quantum Workplace makes it easier to keep teams aligned, empowered, growing, and valued on the path to business success. Visit ⁠⁠quantumworkplace.com⁠⁠ to learn more. 00:01:53 - Something New Cassandra Wants to Learn This Year 00:04:06 - Why Traditional Career Ladders are Kinda Broken These Days 00:09:42 - What Does a Modern Career Actually Look Like Today? 00:17:22 - What Skills Matter More Than Job Titles? 00:27:52 - Should HR be Giving Different Career Advice to Early Career People Now? 00:35:18 - Redefining Professional Success in the Modern Era 00:38:56 - Why Are We Still Pretending Career Progression is the Same? 00:42:35 - How to Approach the Idea of Reshaping Career Paths And if you love I Hate It Here, sign up to Hebba’s newsletter! It’s for jaded, overworked, and emotionally burnt-out HR/People Operations professionals needing a little inspiration. https://workweek.com/discover-newsletters/i-hate-it-here-newsletter/   And if you love the podcast, be sure to check out  https://www.youtube.com/@ihateit-here for even more exclusive insider content!   Follow Cassandra: LinkedIn: https://www.linkedin.com/in/cassandra-babilya/   Follow Hebba:  YouTube: https://www.youtube.com/@ihateit-here/videos LinkedIn: https://linkedin.com/in/hebba-youssef Twitter: https://twitter.com/hebbamyoussef

Episode metadata supplied by the publisher feed · Published Jan 26, 2026

I’ve been thinking a lot about how aggressively we were sold the idea of career growth, and how nobody ever explained what happens when you get there and it still doesn’t feel good! This episode is a big, honest reset on what careers even mean these days, because the whole traditional career ladder thing hasn’t been the same since the early 2020’s. Cassandra Babilya and I talk about why stability is basically a myth now, why doing everything “right” doesn’t guarantee fulfillment, and why portfolio careers, flexibility, and values are replacing titles and ladders.  If your definition of success is quietly changing and you’re wondering how you can define it in a way that fits the times, come listen to our chat! Quantum Workplace helps leaders build thriving teams that fuel business success. We give leaders at every level a clear path forward—by unlocking critical talent insights across engagement, performance, and development. With clarity and confidence, people leaders can act decisively, scale leadership quality, and strengthen connection and performance.  Trusted by thousands of people-focused companies, Quantum Workplace makes it easier to keep teams aligned, empowered, growing, and valued on the path to business success. Visit ⁠⁠quantumworkplace.com⁠⁠ to learn more. 00:01:53 - Something New Cassandra Wants to Learn This Year 00:04:06 - Why Traditional Career Ladders are Kinda Broken These Days 00:09:42 - What Does a Modern Career Actually Look Like Today? 00:17:22 - What Skills Matter More Than Job Titles? 00:27:52 - Should HR be Giving Different Career Advice to Early Career People Now? 00:35:18 - Redefining Professional Success in the Modern Era 00:38:56 - Why Are We Still Pretending Career Progression is the Same? 00:42:35 - How to Approach the Idea of Reshaping Career Paths And if you love I Hate It Here, sign up to Hebba’s newsletter! It’s for jaded, overworked, and emotionally burnt-out HR/People Operations professionals needing a little inspiration. https://workweek.com/discover-newsletters/i-hate-it-here-newsletter/   And if you love the podcast, be sure to check out  https://www.youtube.com/@ihateit-here for even more exclusive insider content!   Follow Cassandra: LinkedIn: https://www.linkedin.com/in/cassandra-babilya/   Follow Hebba:  YouTube: https://www.youtube.com/@ihateit-here/videos LinkedIn: https://linkedin.com/in/hebba-youssef Twitter: https://twitter.com/hebbamyoussef

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S11 E3: R.I.P. to Traditional Careers as we Know Them with Cassandra Babilya

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This episode was published on January 26, 2026.

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I’ve been thinking a lot about how aggressively we were sold the idea of career growth, and how nobody ever explained what happens when you get there and it still doesn’t feel good! This episode is a big, honest reset on what careers even mean...

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