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 on 2025-10-01
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