Education promised opportunity—but for many millennials, it delivered disconnection. Shane Hewitt and Ryan O’Donnell explore the mismatch between what school prepared for and what work delivers, with Gallup data showing widespread disengagement.

They examine generational shifts in job expectations: millennials craving purpose but often finding workplaces without stability or mentorship. Ryan shares firsthand examples of peers trading financial security for fulfillment, while Shane questions whether jobs should provide meaning at all—or if true satisfaction comes from contributing beyond the workplace.

The episode also tackles the financial pressures shaping a generation, including housing affordability, and tees up future conversations on youth unemployment.

Originally aired on 2025-09-15

Education promised opportunity&mdash;but for many millennials, it delivered disconnection. Shane Hewitt and Ryan O&rsquo;Donnell explore the mismatch between what school prepared for and what work delivers, with Gallup data showing widespread disengagement.
They examine generational shifts in job expectations: millennials craving purpose but often finding workplaces without stability or mentorship. Ryan shares firsthand examples of peers trading financial security for fulfillment, while Shane questions whether jobs should provide meaning at all&mdash;or if true satisfaction comes from contributing beyond the workplace.
The episode also tackles the financial pressures shaping a generation, including housing affordability, and tees up future conversations on youth unemployment.
Originally aired on&nbsp;2025-09-15

Shane Hewitt & The Nightshift is your late-night companion for real talk, bold ideas, and unfiltered conversations that matter. Hosted by Canadian radio veteran Shane Hewitt, each episode dives into the headlines, human stories, and hidden truths shaping our world—always with curiosity, compassion, and a sharp edge.

From politics and pop culture to mental health, technology, and everyday life, this podcast is where night owls, deep thinkers, and curious minds come to connect. Featuring expert guests, passionate callers, and Shane’s signature style—thoughtful, fearless, and refreshingly real.

If you crave meaningful dialogue, smart perspectives, and late-night radio energy in podcast form, subscribe now and join The Nightshift.

Shane Hewitt &amp; The Nightshift is your late-night companion for real talk, bold ideas, and unfiltered conversations that matter. Hosted by Canadian radio veteran Shane Hewitt, each episode dives into the headlines, human stories, and hidden truths shaping our world&mdash;always with curiosity, compassion, and a sharp edge.
From politics and pop culture to mental health, technology, and everyday life, this podcast is where night owls, deep thinkers, and curious minds come to connect. Featuring expert guests, passionate callers, and Shane&rsquo;s signature style&mdash;thoughtful, fearless, and refreshingly real.
If you crave meaningful dialogue, smart perspectives, and late-night radio energy in podcast form, subscribe now and join The Nightshift.

Shane Hewitt and The Nightshift

Shane Hewitt is known for his engaging and relatable on-air personality, which captivates listeners. His ability to blend insightful commentary with humour and empathy creates a genuine connection with listeners.  Shane Hewitt and the Night Shift provides relatable content, informative discussions and expert insights – along with a balance of anecdotes and entertainment.

Shane Hewitt is known for his engaging and relatable on-air personality, which captivates listeners. His ability to blend insightful commentary with humour and empathy creates a genuine connection with listeners.  Shane Hewitt and the Night Shift provides relatable content, informative discussions and expert insights – along with a balance of anecdotes and entertainment.

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