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Battle Scars of a SaaS Leader
How to WIN the Aussie SaaS Market
In this insightful episode, we dive deep into the Australian SaaS market with Alex Wilson, author of a new paper for SaaS companies looking to expand into Australia. Alex shares his journey from London to Australia, highlighting the unique "barbell effect" of the Australian market, where 95% of companies are SMBs, while a small oligopoly of 5,000-6,000 enterprises drive 60% of SaaS revenue.Learn about different sales motions for market entry, the importance of localization (especially regarding data sovereignty ), and why Australia is often a more accessible entry point into APAC compared to other regions. Discover the critical need...
2025-08-05
33 min
Battle Scars of a SaaS Leader
From Engineer to CEO: How Brian Swift CRACKED the Code to Success!
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.In this insightful conversation, Brian shares his evolution from engineering to product management and entrepreneurship, offering valuable perspectives on building successful tech products and teams.Connect with James
2024-12-09
47 min
Battle Scars of a SaaS Leader
From Startup to Global VP: Mastering Modern Sales Leadership
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 special is his ability to adapt and grow in the fast-changing tech world. He's successfully moved from selling hardware to modern cloud services, always focusing on building genuine relationships with c...
2024-11-14
44 min
Battle Scars of a SaaS Leader
How to Build a Loyal Community of Brand Advocates with Rob Rae
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. A must-listen for MSP owners, sales leaders, and tech entrepreneurs who want to build lasting industry influence.Have a thought about this episode? Let's chat
2024-10-31
45 min
Battle Scars of a SaaS Leader
Cybersecurity Startup Growth: 0 to 300 Customers in 3 Years
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 career experiences and his passion for sales and business improvementThe serendipitous path that led him to cybersecurity in AustraliaBuilding InfoTrust from 0 to 300 customers in just 3 yearsThe challenges and pivots...
2024-10-14
51 min
Battle Scars of a SaaS Leader
Disrupting Markets and Scaling Up with Matt Loop
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 practical advice on navigating career opportunities in tech, offering a behind-the-scenes look at his work with LinkedIn's Sales Navigator product in Asia and his strategic move back to the U.S. Discover how he evaluates...
2024-09-20
44 min