Share
Shooting the Breese: Powered by ASW
Cassie Reilly on Leading a Family Business and Scaling with Culture
Running a family business comes with unique challenges, but for Cassie Reilly, CEO of Reillys, it has also created a powerful foundation for culture, accountability and growth.
In this episode of Shooting the Breese, Cassie shares her journey from studying design and working in fashion production to joining her father’s business in what was originally meant to be a temporary role. Years later, she is now leading the second-generation family business alongside her siblings.
Cassie opens up about what it is like working with family, the pride that comes with carrying the Reilly name, and how sport, teamwork and shared values have shaped the company’s culture. She also discusses balancing life as a CEO, mother of three and active parent in a busy sporting household.
The conversation explores how Reillys has grown from a small team into a larger operation across Australia and offshore, and how international staff have helped the business solve key operational challenges. Cassie explains how offshore estimating and contract administration have freed up local team members, improved systems, increased tender capacity and helped the business take on more work.
She also reflects on the importance of bringing international team members into the daily rhythm of the business, creating strong processes, hiring for values, and building a culture where people feel genuinely included.
For business owners, family businesses and leaders looking to scale sustainably, this episode offers practical lessons on culture, systems, leadership and backing your team.
Find out more about ASW here: https://aswhiteglobal.com/
More episodes
View all episodes
4. Adam Hewitt on Building Australia’s Leading Cybersecurity Training Company
27:49||Season 1, Ep. 4Cybersecurity is one of the fastest-growing industries in Australia, but for many people, breaking into the sector can feel overwhelming.In this episode, we sit down with Adam Hewitt, CEO of Cyber Revolution, a fast-growing cybersecurity education company helping Australians gain the skills, certifications and support needed to enter the industry.Adam shares his journey from studying to become a PE teacher, chasing cricket opportunities around the world, and eventually discovering a gap in traditional education: people were earning qualifications, but not always getting the career outcomes they wanted.He explains how Cyber Revolution was built to solve that problem by combining practical skills, recognised certifications and job-focused support for people looking to change careers. Adam also reflects on the company’s rapid growth, the role offshore talent has played in scaling the business, and the systems, culture and values that have helped his team become one of Australia’s leading cybersecurity training providers.The conversation also explores the growing demand for cybersecurity professionals, the impact of major data breaches, the role of AI in the industry, and Adam’s perspective on balancing life as a CEO and young father.For business leaders, educators, career changers or anyone interested in the future of cybersecurity, this episode offers a valuable look at what it takes to build a mission-driven company in a rapidly evolving industry.Find out more about ASW here: https://aswhiteglobal.com/3. How River X Is Building a Smarter Wealth Management Model with Kieran Berry
36:33||Season 1, Ep. 3Building a successful wealth management business takes more than financial knowledge. It requires discipline, resilience, strong systems, and the ability to back yourself when the stakes are high.In this episode of Shooting the Breese, we sit down with Kieran Berry, founder of River X, a fast-growing financial advice and investment firm.Kieran shares his journey from growing up in Western Sydney, building discipline through sport, and entering the finance world in a performance-driven environment. From selling stock market newsletters before the GFC to building a substantial client book in wealth management, Kieran explains how years of consistency, client focus and personal financial planning gave him the foundation to launch River X.He also discusses the realities of building a business from the ground up, scaling quickly, hiring advisors, refining the team, and learning that quality matters more than quantity when it comes to growth.The conversation explores the administrative burden in financial services, the importance of strong operational support, and how building an international team has helped River X give advisors more time to focus on clients.Kieran also opens up about the role sport, family and charity play in his life, including his commitment to raising significant funds each year for meaningful causes.For business owners, advisors and leaders looking to scale with discipline and purpose, this episode offers a valuable look at what it takes to build from zero and create something of your own.Find out more about ASW here: https://aswhiteglobal.com/1. From Startup to Scale: How Luke Eagle Built a High-Growth Brokerage Without Losing Sight of What Matters
33:08||Season 1, Ep. 1Building a successful business is one thing. Scaling it through acquisitions, leading large teams, and balancing family life is another.In this episode, we sit down with Luke Eagle, Head of Sales at PSC Insurance Brokers and founder of Eagle Eye Insurance Brokers, to unpack the journey from launching a startup to building one of Australia's fastest-growing brokerages.Luke shares how strategic acquisitions, embracing offshore talent early, and maintaining an unwavering focus on customer service helped fuel rapid growth. He also opens up about the realities of entrepreneurship, working with private equity, leading teams through change, and the lessons learned from balancing business ambitions with raising four daughters.Beyond business, Luke discusses his family's involvement in founding the Run DIPG charity following the loss of his niece, and why creating impact beyond the boardroom has become one of his greatest motivations.Whether you're building a business, leading a team, or navigating growth, this conversation is packed with practical insights on leadership, resilience, and staying focused on what truly matters.Find out more about ASW here: https://aswhiteglobal.com/