Scouting for Growth Will Ross: The Federato Playbook — RiskOps, Appetite, and Winnability for Profitable Growth
On this episode of the Scouting For Growth podcast, Sabine VdL talks to Will Ross, Co-Founder & CEO of Federato, and if you’re an underwriting transformation leader—drowning in Excel, stale pilots, and disconnected data sources—this episode is for you.
Will Ross isn’t here to sell you hype. He’s here to show what it looks like when AI actually delivers: faster quotes, better decisions, happier underwriters, and measurable results before the next board meeting.
KEY TAKEAWAYS
Thinking back to when Amazon released the Echo with Alexa and a bunch of us bought them and took them apart to figure out how it worked reminds me of how Wild West the early days of AI was a decade and a half ago. Now any undergraduate student taking computer science will have some exposure to AI. One of the first things they might learn is how to do simple tasks like that on very little computational resource. I love jumping into our products like that to understand how they work.
Break down what AI means: There’s an idea of intelligence or grasping a concept or knowledge, then there’s artificial – doing something in place of a human. You can take it a step further and look at ‘generative’ – generating a thing, or predictive – predicting a thing, agentic – giving it agency and allowing it to complete a task.
What is it that humans do today and, theoretically, what could humans do if they had unlimited time to do their jobs? For underwriters, the process is similar across many line of business: you analyse an exposure, loss history and loss control to come up with a rate perspective, etc. Where can AI systems interact with that process?
BEST MOMENTS
‘One of the things I think is really scary with AI today is its perpetuation of news cycles and how fast it spreads.’
‘No matter how sceptical people are, the vast majority of people are already using these technologies to do their jobs. By bringing them into the room, making them aware of what this technology does, and letting the interact with it, that’s a powerful thing.’
‘There are going to be jobs that change, but we shouldn’t think about it as AI replacing our jobs, we should think about it as someone using AI to do our job who will replace us.’
‘What we call AI today will change and change again because it always has; Deep Blue used to be called AI and is now called a chess simulator.’
ABOUT THE GUESTS
William Ross is a product and operations leader obsessed with solving the toughest problems in insurance with a mix of pragmatism, speed, and machine learning. As a core member of the Federato leadership team, Will focuses on one mission: turning underwriting from a slow, manual grind into a dynamic, data-driven advantage.
At Federato, Will is helping specialty and commercial carriers build resilience and growth into their underwriting operations, showing chief underwriting and transformation officers that AI doesn’t need to be another failed pilot—it can be the competitive edge that secures market share today.
ABOUT THE HOST
Sabine VanderLinden is a corporate strategist turned entrepreneur and the CEO of Alchemy Crew Ventures. She leads venture-client labs that help Fortune 500 companies adopt and scale cutting-edge technologies from global tech ventures. A builder of accelerators, investor, and co-editor of the bestseller The INSURTECH Book, Sabine is known for asking the uncomfortable questions—about AI governance, risk, and trust. On Scouting for Growth, she decodes how real growth happens—where capital, collaboration, and courage meet.
If this episode sparked your thinking, follow Sabine VanderLinden on LinkedIn, Twitter, and Instagram for more insights.
And if you’re interested in sponsoring the podcast, reach out to the team at hello@alchemycrew.ventures