Battle Scars of a SaaS Leader

Battle Scars of a SaaS Leader

Understanding the stories of resilience, strategy, and leadership is essential for success in the competitive sales world. James will uncover the raw and unfiltered real-life experiences of sales Leaders, exploring the ups and downs and lessons learned in the high-pressure sales world.

Episodes

January 6, 2025 42 mins

A masterclass in personal growth and sales leadership!

Alex Haddon shares her extraordinary journey from equine sciences to leading APAC sales for a billion tech unicorn. 

In this captivating episode, she reveals how her entrepreneurial spirit and adaptability propelled her through diverse industries to become a top performer in SaaS sales.

Learn how Alex leveraged her unique background to excel in the fa...

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Brian Swift is a dynamic tech leader who transitioned from hardware engineering at Samsung to influential product and go-to-market roles at major tech companies including Twitter, Atlassian, Safetyculture and Dovetail. 

He is now the CEO and co-founder of Twine, a SaaS business that connects the dots across customer calls, CRM, and roadmap to deliver crucial information to the right people when they need it most.

...

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James sits down with Andrew Morton to learn about his journey from a Nova Scotia farm to a cybersecurity sales leader, showing that success often comes from unexpected places. Starting with technical roles, he quickly discovered his talent for sales in the early 2000s.
Now as VP of Global Sales at DefenseX, Andrew has consistently turned difficult situations into opportunities for growth.
What makes Andrew's story spec...

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Rob Ray, a 25-year MSP veteran who transformed from accountant to industry titan by breaking every conventional sales rule.

In this value-packed episode, James discusses Rob's exact strategies to build one of the largest MSP communities and why traditional business growth methods are failing in today's market.

He shared his unexpected strategies that turned regular clients into fierce advocates. 

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What if the key to success in entrepreneurship lies in mastering every aspect of a business?

In this episode of Battle Scars of a Sales Leader, James sits down with Dane Meah, CEO and co-founder of MyCISO, a cutting-edge security SaaS platform.
Dane shares his incredible journey from selling plastic bags to building a successful cybersecurity company.

In this episode you'll learn:

  • Dane's early car...
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Building a robust team culture and scaling tech companies internationally is no easy task.

Learn from Matt's inspiring journey from his early days at Salesforce to impactful roles at LinkedIn, Slack, and now Rippling. We promise you'll gain invaluable insights into the importance of passion, perseverance, and smart risk-taking in the fast-paced world of technology and cloud computing.

Matt shares practic...

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 James sits down with Samantha Borg, Senior Director of Sales for Kaseya in Australia and New Zealand, to uncover the secrets of successful sales leadership. 

Samantha reveals the lessons she's learned during her seven-year tenure at Datto and Kaseya, including the importance of hard work, passion, and building a team that thrives on trust and accountability.

Navigating the challenges of imposter syndrome, ma...

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