Thought leadership
Lessons learned, written down.
Articles on selling in the AI era, becoming the trusted advisor and leading sales teams that last. Drawn from thirty years in enterprise sales, and a few miles on the triathlon course.
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What I Learned About AI at a GODSMACK Concert
By Charley Chiasson, Founder & Principal, Train.Sell.Win. I was at the RBC Amphitheatre in Toronto on Wednesday night. GODSMACK, with Stone Temple…
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The AI Pressure Cooker: Why SMEs Should Take a Breath Before They Buy
A perspective for small and medium business owners navigating the noise In the space of a few months, “AI is just a…
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Tighter processes won’t save your sales team from Burnout. These three drivers will.
Adding more structure to sales doesn’t lower burnout. From working at some of the biggest, most respected companies out there, it can…
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It’s Time to Sell Like a Human Again
Harvard Professor, #1 New York Times best-selling author and renowned social scientist Dr. Arthur Brooks has something to say that every sales…
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Why Soft Skills Are Now the Non-Negotiable Power Skills — Three Months Deeper Into the AI Era
We’ve had another three months to watch AI reshape how enterprise deals get done. And here’s what the data keeps confirming: the…
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Punching Above Your Weight: The SMB Advantage in Interprovincial & Global Markets
Punching above your weight isn’t about pretending to be bigger. It’s about understanding how the giants think — and acting where they…
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Empowering Sales Teams with Financial Acumen | Driving Revenue Growth through Customer Insight
Your biggest competitor in Enterprise Sales isn’t another vendor—it’s the CFO’s spreadsheet. Before I jumped into Enterprise Sales, I was in Finance.…
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Leaders Coach. AI Analyzes.
Imagine the locker room speech. Leaders coach. AI analyzes. The Gold lies somewhere in between. After 25+ years in the trenches, here’s…
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Structure should be a weapon for a sales rep, not a chore.
If you are a sales leader, you are likely being sold that more structure is good. Optimize your processes. Here’s what I…
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