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What if the biggest leadership mistake is talking too much instead of asking better questions?

Summary:
In this episode of The Small Business Safari, we sit down with Tyler Chisholm, marketing agency founder, podcaster, and author of Curious As Hell. Tyler shares how a simple habit—leading with curiosity—can transform leadership, sales conversations, and team performance.

We challenge the reflex many leaders have to pitch, fix, and dominate the room. Instead, Tyler explains how creating space, asking thoughtful questions, and truly listening allows the right answers to surface. The result? Better decisions, stronger teams, and more meaningful customer relationships.

Tyler also shares how podcasting sharpened his questioning skills and how those same skills translate directly into stronger sales calls, better coaching conversations, and healthier company cultures.

From toilet paper debates that reveal culture truths to a near-disaster DIY project that proves grit matters, this conversation is packed with practical leadership insights and a lot of laughs along the way.

🎥 Watch the full episode on YouTube:
https://www.youtube.com/@TheSmallBusinessSafari

💡 GOLD NUGGETS

• A hilarious toilet paper debate that reveals deeper lessons about culture and perspective
• Preparing for a sales call by treating the customer as the most important person in the room
• Tyler’s journey from agency owner to podcaster to author of Curious As Hell
• Why leaders lose effectiveness when they fill the room and jump to conclusions
• How to coach teams through questions without giving up leadership or vision
• “The meaning of your communication is the result that it gets” — a powerful leadership mirror
• Creating psychological safety so questions don’t feel like traps
• Practical phrasing and pauses that help curiosity become a repeatable habit
• Customer service pet peeves and the problem with lazy “exceed expectations” claims
• A DIY project gone wrong that proves persistence still matters in business

🔗 Guest Links

• Website: https://tylerchisholm.com

https://www.linkedin.com/in/tylerchisholm/

• Book: Curious As Hell

🌍 Follow The Small Business Safari

• Instagram | @smallbusinesssafaripodcast
• LinkedIn | https://www.linkedin.com/in/chrislalomia/
• Website | https://chrislalomia.com

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