Scout InsurTech Interview with Trufflow

Trufflow is redefining how organizations measure the business value of their technology. Chris Luiz sat down with Co-Founders JT Wolohan and Lien Chueh to discuss how Trufflow is impacting the industry.

Who are your clients?

JT: Our focus is on data-heavy industries, such as insurance, where the need to continuously modernize, rearchitect, and eliminate technical debt are barriers to business agility and growth. Our sweet spot is companies that have tech organizations, but have a non-software core business.

What does your product do?

JT: Trufflow is a platform for value-chain observability and planning. We measure the transactions between software systems, and generate metadata that lets business technology leaders–from CIOs, to architects, to product leaders–reduce redundancies, eliminate technical debt, and manage modernization efforts. We’ve got a suite of planning capabilities that visualize and discretize the difficult, amorphous process of modernization and ultimately, we help leaders put their resources behind the most valuable parts of their tech stack.

How much capital have you raised?

JT: We haven’t raised external capital yet. We’re bootstrapped at this stage.

Was the company born from within or outside the industry?

JT: From within. I led Artificial Intelligence engineer for Prudential’s U.S. business segment, and I know that big insurance firms are some of the most needy when it comes to modernization. We saw a gap in how companies measured and managed the business value of their technology portfolios and wanted to solve that problem.

What growth metrics have you accomplished over the last 12 months?

JT: We’ll be sharing specific growth metrics soon, but we’ve spent the past year solidifying our product, validating the use cases with mid-market clients, and preparing to expand into the insurance sector in the coming year.

Within your domain, what is the current challenge that the industry is facing?

JT: Right now, companies are trying to adopt new technology as fast as possible, but don’t have a way to integrate that into their existing technology stack. They’re accruing tech and innovation debt at an unsustainable rate, that ultimately hinders their ability to grow.

Technology must serve the business. So, we help insurance leaders ask questions about how their technology is creating value. How does it make your underwriting sharper, your call centers more effective, or your agents more productive?

Most organizations don’t have visibility into which parts of their tech stack actually drive competitive advantage. That’s the real challenge.

How does Truffalow take a unique approach to providing value?

JT: We telemetrize the technology stack—that means we measure the actual transactions between systems, from data to analytics to user-facing applications. This gives companies a value chain map of how their technology operates, showing which systems and data sets drive the most business impact and which aren’t pulling their weight. It’s a clear, ROI-driven view of how technology supports business outcomes.

Lien: It also creates a common language between IT and finance. Finance leaders can finally see not just what they’re spending, but how each initiative contributes to ROI and efficiency. That connection is missing in most organizations today.

What inspired you to start this company?

JT: We’re in the middle of a data and AI transformation, and so many non-software companies, especially in insurance, are still struggling to make their technology work for them. They’ve invested heavily in systems but lack visibility into whether those investments are delivering business value. And even more are still carrying technical debt from the last tech surge. We wanted to build a tool that gives companies a way out. A way to get the benefits from the data and AI revolution happening, without being tied down by the old.

Lien: Coming from a finance background, I saw this same issue from another angle. Finance teams often get huge IT bills without a clear understanding of what’s driving the spend or what business impact it’s having. There’s a disconnect between IT and finance, and Trufflow helps bridge that gap by translating technology performance into business terms.

Can you share any goals for the next 12 months?

JT: We’d love to add a handful of design partners within the insurance industry. Given our background and the industry’s data complexity, we see a huge opportunity to help insurers get more from their technology investments.

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