Tony Chapman built and sold two marketing agencies before deciding, fourteen years ago, that he was done with that chapter entirely. Then AI showed up, and he tells the story of what pulled him back in and away from the path he thought he'd already left behind.

Tony calls AI the most exciting development of his career, and in the same breath says he'd rather it never existed at all. He explains why both of those things are true for him at once, and what he thinks separates the people who thrive from the ones who get cast aside.

He also goes back to the version of himself paying his way through university selling radio ads, and hands over the one piece of advice that shaped everything after.

Topics: AI marketing, job loss, entrepreneurship, capitalism, career advice

GUEST: Tony Chapman | http://chatterthatmatters.ca

Originally aired on 2026-08-31

Tony Chapman built and sold two marketing agencies before deciding, fourteen years ago, that he was done with that chapter entirely. Then AI showed up, and he tells the story of what pulled him back in and away from the path he thought he'd already left behind.
Tony calls AI the most exciting development of his career, and in the same breath says he'd rather it never existed at all. He explains why both of those things are true for him at once, and what he thinks separates the people who thrive from the ones who get cast aside.
He also goes back to the version of himself paying his way through university selling radio ads, and hands over the one piece of advice that shaped everything after.
Topics: AI marketing, job loss, entrepreneurship, capitalism, career advice
GUEST: Tony Chapman |<a href="http://chatterthatmatters.ca"> http://chatterthatmatters.ca</a>
Originally aired on&nbsp;2026-08-31

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.