Small business success often comes down to people — but hiring the wrong way can hold you back. Tony Chapman joins Shane Hewitt to break down why the biggest mistake entrepreneurs make is hiring people “just like them.” Instead, he argues, the real win comes from building teams that fill your blind spots and balance out your flaws.

The conversation also tackles the pressure entrepreneurs feel from social media’s highlight reels, where massive windfalls and unicorn valuations dominate the narrative. Chapman reminds us that being boutique — and excellent at it — is just as powerful. From there, Shane and Tony unpack the nature of change and adaptability, using Air Canada and Porter Airlines as examples of how innovation and reaction play out differently in business.

It’s a candid conversation on leadership, adaptability, and finding joy in building a business you actually love.

GUEST:
Tony Chapman
chatterthatmatters.ca

Originally aired on2025-10-01

Small business success often comes down to people &mdash; but hiring the wrong way can hold you back. Tony Chapman joins Shane Hewitt to break down why the biggest mistake entrepreneurs make is hiring people &ldquo;just like them.&rdquo; Instead, he argues, the real win comes from building teams that fill your blind spots and balance out your flaws.
The conversation also tackles the pressure entrepreneurs feel from social media&rsquo;s highlight reels, where massive windfalls and unicorn valuations dominate the narrative. Chapman reminds us that being boutique &mdash; and excellent at it &mdash; is just as powerful. From there, Shane and Tony unpack the nature of change and adaptability, using Air Canada and Porter Airlines as examples of how innovation and reaction play out differently in business.
It&rsquo;s a candid conversation on leadership, adaptability, and finding joy in building a business you actually love.
GUEST: Tony Chapman chatterthatmatters.ca
Originally aired on 2025-10-01

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.