When Holly Grey first examined Horizon3.ai, she saw more than a cybersecurity startup. She saw a technology that could change the way companies safeguard themselves. Traditional pen tests, she tells us, are human-driven, vary widely by auditor, and usually happen just once a year. Horizon3.ai, by contrast, “started out as a technology alternative to pen testing.” Its platform can be deployed “within minutes, not hours or weeks or months,” Grey tells us, and has already executed “over 100,000 pen tests.”

The system identifies exposures, connects them to known threat actors, and—most critically—prioritizes which vulnerabilities to fix. It integrates directly with tools like Jira, creates tickets, and confirms results after remediation. “Even as a CFO, I want to know we’re not exposed,” Grey explains. That value proposition has already attracted more than 4,000 customers, she tells us.

Her decision to join Horizon3.ai was equally deliberate. Grey noticed two respected colleagues had recently come aboard, including the CRO. That relationship, she says, is vital: “I need to know that I can trust that CRO implicitly.” After doing her own diligence, Grey was convinced of the company’s momentum: “It’s hard to grow over 100% year over year, and do that multiple years, without having product market fit.”

The timing was fortuitous. Just as the company raised $100 million in Series D funding, its VP of Finance resigned. Horizon3.ai was ready to appoint its first CFO. “Here I am,” Grey tells us, “and I could not be happier in terms of joining.”

At 30, Jay Peir stepped into the CFO role at SunPower, a high-efficiency solar cell manufacturer. The appointment came after leading M&A and venture investments at Cypress Semiconductor, where SunPower was the largest portfolio company. “I had my first CFO experience at the age of 30,” Peir tells us, recalling how corporate development responsibilities opened the door to finance leadership.

That early leap reflected a broader pattern in his career: moving fluidly between finance and strategy. With dual engineering degrees from Stanford, Peir began in economic consulting before earning his MBA amid the rise and fall of the dot-com era. His background in technology and data analysis, he tells us, formed “my first chapter” and prepared him for navigating growth in fast-moving sectors.

A decade at Tableau deepened those lessons. When revenue slowed and the company’s stock “dropped about 50% in one day,” Peir was tasked with helping lead a shift to subscription. He emphasizes that success required aligning stakeholders across sales, marketing, and finance, ensuring teams could both understand and articulate changes to customers. “There’s both internal and external change management,” he tells us, noting the importance of investor communication as well.

Today, as Head of Strategy at Pigment, CFO Peir applies these experiences to scaling an AI-native planning platform. Pigment’s tools unify financial and operational planning, enabling companies to act on data with speed and flexibility. The company’s AI roadmap includes predictive analytics and autonomous agents, helping finance teams drive variance analysis, expense tracking, and forecasting more efficiently, Peir tells us.

When Craig Foster talks about artificial intelligence, he begins with scale. Pax8, the enterprise marketplace where he serves as CFO, connects vendors like Microsoft and CrowdStrike with 43,000 managed service providers. Those MSPs, he tells us, serve between 700,000 and 800,000 small and midsize businesses worldwide.

Against that backdrop, Foster describes how AI is reshaping both internal operations and external opportunities. Inside Pax8, teams are experimenting across functions—from customer support to accounting—to automate what was once manual. The company, he tells us, has set a target “to do 20% more with 20% less,” relying on AI tools that are already available. Efficiency gains are not hypothetical; they are part of the current planning cycle.

Externally, Foster sees what he calls “agentic marketplaces” emerging—ecosystems where AI modules act as labor components. Vendors are already building such agents, and Pax8 is designing its own. “We’re a marketplace,” he tells us, “so we need to incorporate those different… AI components and enable our downstream clients for efficiency.” He believes this wave, unlike earlier technology cycles, is reaching SMBs with unusual speed.

The finance leader is also watching economics evolve in real time. Data aggregated across Pax8’s network shows strong interest, but pricing remains unsettled. Foster compares today’s uncertainty to the early days of API marketplaces, when usage-based models became standard. The question now, he tells us, is how to split value between provider and customer—whether by consumption, per interaction, or shared outcomes. “That’s probably the biggest challenge in industry right now,” Foster says.