Navigating the Sales World with Matthew Baston

published on 11 September 2025

with Matthew Baston

 In one of the latest episodes of "Coach2Influence," Joe Fontana sits down with Matthew Baston, a seasoned sales leader with a passion for coaching and mentorship. From his early days in Ireland to his current role in Toronto, Matthew shares his journey and the lessons he's learned along the way.

The Journey to Sales Leadership: Matthew Baston began his career in sales with a clear goal: to become an Enterprise Account Executive. However, as he climbed the ranks, he discovered a deeper passion for coaching and developing young sales talent. "I wanted to go back to that middle world where I was helping BDRs and SDRs move on up," he shares. This realization led him to focus on nurturing the next generation of sales professionals, ensuring they surpass his own achievements.

The Power of Confidence and Conversation: Throughout the podcast, Matthew emphasizes the importance of confidence and the art of conversation in sales. "You can have all the skill in the world, but if you don't believe you have it, it's not worth much," he notes. He also highlights the enduring value of phone conversations, even in an age dominated by digital communication. "The phone is the fastest way to get to a yes or no," he asserts, reminding listeners that genuine human interaction remains irreplaceable.

Mentorship and Continuous Learning: A key theme in Matthew's approach is mentorship. He believes in the power of learning from others and encourages his team to embrace mentorship opportunities. "Be the CEO of your own role," he advises, urging sales reps to take ownership of their development and seek out learning experiences. Tools like Dextego are transforming how mentorship and coaching are delivered at scale. By leveraging AI and real-time performance data, Dextego enables sales leaders to identify individual coaching needs, deliver targeted feedback, and reinforce consistent habits across teams. For leaders like Matthew, Dextego acts as a strategic enabler—ensuring every rep gets the personalized support they need to grow, improve, and excel.

Conclusion: Matthew Baston's insights offer valuable lessons for anyone navigating the sales landscape. His commitment to coaching and mentorship, combined with his belief in the power of conversation, provides a roadmap for success in the ever-evolving world of sales. As he continues to influence and inspire, Matthew's journey serves as a testament to the impact of leadership and the importance of nurturing the next generation of sales professionals.

Watch the full episode here.

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