CFO Thought Leader

On a quiet afternoon in Punta Cana, Michael Levine sat alone on a stretch of white sand. The turquoise water and silence offered the perfect scene for rest—until he realized what was missing. “I didn't have my phone and I didn't have my laptop,” he tells us. “That's what makes me happy… I love doing work from the beach.” It was there, after stepping down as Payoneer's CFO, that Levine accepted a truth about himself: he wasn't ready to retire.Levine had spent 11 and a half years helping Payoneer scale from about 100 employees to 3,000 and from $150 million to more than $80 billion in annual volume. He guided the company from private to public in June 2021 and from unregulated to regulated operations. When he left in 2023, he planned a pause but instead found himself drawn to a new frontier.Calls from crypto companies arrived during what he calls the “crypto winter.” Although he had once avoided digital assets entirely, he became fascinated by “decentralized finance,” “smart contracts,” and the tokenization of real-world assets. A meeting arranged by Spencer Stuart with the CEO of Fireblocks solidified his next move. “When you don't know which horse to pick in a race,” Levine tells us, “buy the racetrack.”Fireblocks, he explains, is the infrastructure that secures digital assets for enterprises through self-custody and cyber-grade protection. For Levine, it was a chance to apply a career's worth of scaling and governance experience to a technology poised to define the next decade of finance.

She starts with tape from the field, not the spreadsheet. Listening to enterprise sales calls, Amy Foo heard customers whose usage rose and fell with seasons. Fixed per-seat pricing “wasn't quite hitting the mark,” she tells us, so she piloted a pooled-seat model that flexed monthly within an annual commitment—turning smaller clips into “one to five million” deals and lifting revenue “six to seven times per customer,” she tells us.That instinct—to meet the customer where they are—threads through her journey. Early at Zendesk, she was “employee number one in the region,” handling FP&A, accounting, taxes, and team-building as the business scaled, she tells us. Trust won her a dual path: SVP of Global Finance Operations (deal desk, billings, shared services) and APAC managing director, aligning teams across seven countries, she tells us. Mentors' unvarnished feedback helped her shed imposter syndrome and lead without geographic ceilings.Today at Ignition, she reduces complexity to a few levers—ARR, payments volume, cash flow—and aligns accordingly, she tells us. She monitors top-of-funnel quality and pipeline coverage daily to steer marketing spend and sales motions, she tells us. On pricing, she watches what customers pay and repackages value by segment, she tells us. She leads with customer insight, she tells us.As for AI, she calls it “not a magic pill,” advocating first for AI built into existing vendors, then new tools where capabilities are missing, she tells us. Finance, after all, is “about narrative and conviction”—numbers that move people to act, she tells us.

When Joe Custer describes Intrado's purpose, he begins with a story that traces back almost half a century. The company, he tells us, was born inside the Boulder County Sheriff's Department when someone asked whether there might be a better way to connect a caller in distress with a first responder. “Turns out they were on to something,” he adds. Today that idea has scaled into a mission-critical network touching roughly 90 percent of all 911 requests for assistance.Custer explains that Intrado “has to operate like a utility … we cannot fail.” Reliability is not a metric to be met but a promise to the public, one he refers to as “public safety grade.” Behind that standard lies a web of acquisitions—eight to ten over time—that were never fully integrated. That challenge, he says, became opportunity when Stonepeak Infrastructure Partners carved Intrado out of West Corporation and began investing to harden its network and modernize its operations.As both CFO and SVP of Operations, Custer leads a transformation aimed at restoring Intrado's position as the thought leader in emergency communications. The work goes beyond financial engineering; it's about aligning systems, culture, and purpose around a single mission: saving lives. “We want to be the most trusted authority in public safety,” Custer tells us, describing a workforce “deeply committed to the cause.” In his view, reliability, investment, and mission are inseparable—the essential framework for Intrado's next 50 years.

On his first day in investment banking, Clayton Kossl was “thrown right into the cauldron.” With few senior professionals in the small aerospace and defense group, junior bankers like him were expected to face company owners directly. “You had to understand the businesses inside and out,” he tells us. The experience forced him to blend analytical depth with the interpersonal agility needed to earn trust in every room.That mix of skills—numbers and nuance—became a through line in Kossl's career. At ZocDoc, he joined a Strategic Finance team that partnered closely with the CEO and CFO, taking ownership of decisions that rippled across the fast-growing health-tech firm. The role taught him that financial modeling and relationship-building could coexist—and that influence often came from understanding how leaders think, not just how spreadsheets add up.Later, when Kossl joined Paintzen as one of roughly a dozen employees, those lessons proved vital. He rebuilt systems from scratch, partnered daily with the CEO and COO, and touched nearly every function of the business. “Someone had to do it,” he recalls. His ability to translate operational chaos into financial clarity helped guide Paintzen through its expansion and eventual sale to PPG Industries.Across these chapters, Kossl's story reveals a consistent pattern: using strategy to tell better stories. Whether advising founders or steering finance in ad-tech today, he views storytelling not as spin, but as structure—the way finance can make complexity understandable and transformation achievable.

“InvoiceCloud is not just payments,” Chris Sands tells us. Sitting inside the company's finance organization, he sees a platform built to change habits—helping businesses shift customers from paper invoices and mailed checks to fully digital transactions. The success metric, he adds, is simple: “Do more of their customers stop receiving paper invoices, stop mailing in checks, and do both of those things digitally?”That clear yardstick reflects how Sands thinks about growth. He describes a foundation rooted in existing customers even as the broader economy accelerates toward digital payment adoption. Utilities and insurers remain core markets, yet new verticals, such as consumer finance, beckon. Each expansion, he notes, must rest on data that confirms user behavior is truly changing.Inside finance, Sands has built what he calls a Strategic Finance function to mirror that discipline. The group handles special projects and, increasingly, AI initiatives—efforts he says once fell entirely within FP&A. Now they stand on their own “leg of the stool,” amplifying how finance supports innovation.That mindset extends beyond the department. Sands helped stand up an AI Ops team—an internal SWAT group that guides employees exploring AI tools. Instead of experimenting in isolation, staff can bring use cases to the team for help. For Sands, finance's role is to stay analytical amid the excitement: “We can add more value … by helping the rest of the org with [AI] and using our finance skill set to understand where the best opportunities to create business value exist.”

In this episode of Planning Aces, host Jack Sweeney and resident thought leader Brett Knowles explore how finance leaders are approaching AI's early returns—balancing efficiency, experimentation, and human judgment. CFO Craig Foster of Pax8 discusses how AI enablement is driving measurable productivity gains. CFO David Obstler of Datadog reflects on finding ROI amid rapid innovation and market demand. And CFO Ben Gammell of Brex shares why forecasting still requires human intuition despite data-driven progress. Together, their insights reveal a spectrum of FP&A strategies defining the modern CFO's mindset toward AI adoption and business transformation.Brett Knowles' Key TakeawaysBrett Knowles observes that finance leaders are positioning themselves along a broad continuum—from bold experimentation to cautious skepticism—when it comes to AI in planning. He notes a shift in tone: CFOs are now openly discussing productivity gains and cost efficiency rather than avoiding them. Knowles cautions against overreliance on ROI metrics, emphasizing instead disciplined cost management, pragmatic experimentation, and the evolving role of finance in navigating technology-driven transformation.

When Kimberlee Duval arrived at Cymbiotika, the wellness company was preparing a leap few bootstrapped brands attempt—moving from direct-to-consumer to retail shelves. “Our two owners, Charlene and Shahab, have done everything direct,” she tells us. “They wanted to build an organization for the long term.” That resolve led the company to take on debt rather than private-equity money to fund its Sprouts launch in 2024. The risk paid off: Sprouts highlighted Cymbiotika's success in its quarterly earnings release, proof that intentional growth can outperform speed.Now, with products heading to 1,988 Target stores, Duval's finance team is focused on scaling without losing clarity. “We restructured the finance function to align with that growth strategy,” she tells us, pointing to centralized operations in NetSuite, expanded FP&A and cost accounting capabilities, and the creation of clear SOPs. Technology, she believes, is the enabler that keeps teams lean and insights sharp.“There's no reason to segregate between the groups,” she explains, describing her cross-channel approach to e-commerce and retail finance. AI tools and automated workflows now handle much of the transactional load, freeing her people to focus on analysis and collaboration.At the heart of her leadership philosophy is unity. “We're a team … with a common purpose and a common goal,” Duval tells us. That ethos—pairing disciplined systems with shared intent—continues to shape Cymbiotika's transformation from a digital wellness brand into a multichannel movement for intentional living.

When Steve Sutter joined Celigo five years ago, he stepped into a company positioned not as another SaaS app but as what he calls “the infrastructure, the piping, the plumbing” of business automation. Celigo, he tells us, moves data between systems like Salesforce, NetSuite, and Snowflake so companies can “create very sophisticated business processes” without the friction of disconnected silos.For Sutter, the real work of finance begins behind that plumbing. “As CFO, you have to build a sustainable business model,” he tells us, one rooted in clear unit economics—how each dollar of new recurring revenue is earned and what it costs to deliver value. That analytical discipline, he explains, gives finance a vantage point “no one else has,” allowing it to balance engineering ambition with go-to-market execution.Working inside a privately held, fast-growth environment, Sutter views resource allocation as both art and accountability. Sometimes, he says, companies must “invest in sales and marketing at an excessive rate” to gain traction—but the test is whether the model still makes mathematical sense. He partners closely with the CRO and CMO to watch metrics like the quota-to-OTE ratio and pipeline efficiency, adjusting as conditions change.Even at scale, Sutter keeps a simple mantra: acknowledge failure quickly. “As soon as you've acknowledged failure,” he tells us, “you can move on to something that will likely be successful.” It's a principle that keeps Celigo's growth disciplined—and its automation ambitions grounded in financial logic.

In 2008, Beth Gaspich stood on the floor of the New York Stock Exchange, ringing the bell as RiskMetrics went public. What made the moment extraordinary was its timing—amid one of the most volatile markets in decades. The IPO decision, she tells us, came “down to the wire.” After months of preparing the S-1, long roadshows, and weekend work with auditors, leadership had to choose: delay indefinitely or seize a fleeting opening. They chose action, and the listing became a defining milestone in her career.That experience shaped her conviction that preparation and clear communication are indispensable when markets are uncertain. It also foreshadowed the way she would later lead NICE through its own transformation. When she became CFO in 2016, NICE was largely an on-premise software company with roughly $1 billion in revenue. Today, she tells us, the firm is approaching $3 billion, with $2.2 billion in cloud revenue. “We don't put boxes around people,” she notes, describing a culture where finance leaders are expected to help drive strategy, not just report results.Her approach to AI investment echoes that belief. She explains that NICE's AI and self-service ARR reached $238 million, growing 42% year-over-year. Rather than measure ROI only through headcount reduction, she emphasizes redeploying people to more strategic work. Internally, AI “champions” in each function track outcomes with KPIs. From ringing the NYSE bell to scaling a global AI platform, Gaspich's journey illustrates how finance leaders can balance precision with boldness when transformation is on the line.

When David Obstler joined Datadog in 2018, the company's co-founders had already built momentum with a product that observed modern cloud workloads. What struck Obstler was the alignment with a powerful long-term trend—the shift from legacy, on-premise systems to modern cloud applications. “It was a product that had a lot of product market fit in a really strong growing market,” he tells us.From that foundation, Datadog scaled rapidly. Today, the platform serves more than 3,100 customers worldwide, including Samsung, Nasdaq, Shell, Autodesk, and Toyota. The company recently entered the S&P 500 after reporting more than $820 million in second-quarter revenue—a 28% year-over-year increase—alongside $200 million in free cash flow, Obstler tells us.The CFO attributes the growth to Datadog's unwavering commitment to product-led innovation. The company began in infrastructure monitoring and quickly expanded into logs, application monitoring, and security. “The company invests R&D at very high and consistent levels to continue to maintain and grow the platform,” Obstler tells us.His own role centers on scaling the infrastructure needed to support expansion. That includes building global go-to-market operations and strengthening his team across financial planning, predictability, and business operations. “We've been investing behind this growth opportunity and doing it in a strong, prioritized way,” he tells us.With new investments in AI, Datadog is preparing for its next chapter. For Obstler, disciplined prioritization and product-driven growth remain at the heart of how finance can fuel scale.

On her first day as CFO of UHY, Laura LaPeer asked a simple question: “Do you guys do Copilot?” She had grown accustomed to using Microsoft's AI assistant for tasks ranging from summarizing documents to creating slides, and she wanted it in place immediately. The request, she tells us, reflected both her pragmatism and her view that technology should be leveraged quickly, but carefully, to support higher-value work.That same instinct—to look beyond the surface of a task—has shaped her career. At an earlier company, LaPeer noticed that procurement and treasury were being handled transactionally. Purchase orders were checked for compliance, and cash was managed cyclically. By zooming out, she recognized the chance to turn these into strategic functions: evaluating vendor risks, aligning relationships with business goals, and putting idle cash to work. This shift, she tells us, allowed finance to deliver tangible impact.Her time at ProQuest, where she witnessed growth through M&A, gave her a business lens she later carried into her CFO role at Plante Moran. Now at UHY, she applies the same perspective. With Summit Partners as a new investor, the firm is targeting $1 billion in revenue within five years, LaPeer tells us. Growth will come through both acquisitions and services such as outsourced accounting, valuation, and state and local tax.To get there, she emphasizes unity. “One UHY,” she says, requires integrating regional groups, building the bench, and ensuring technology like Workday delivers consistent, firm-wide insights.

In 2018, Brex made a defining decision: rather than rely on middleware providers like Stripe or Marqeta, it built its own payments infrastructure from the ground up. That move, Ben Gammell tells us, gave the company a direct integration with MasterCard and the ability to issue corporate cards in “over 50 plus local currencies.” The choice, he explains, was born of necessity at the time but has since become a structural advantage, offering customers greater control and global reach.That same principle of intentional investment extends to Brex's software strategy. The company designs its expense management platform to meet the demands of sophisticated, high-growth businesses such as Arm and Anthropic. The result, Gammell tells us, is a solution that not only competes with legacy providers like Concur but also improves accessibility for smaller firms “with aspirations of being the next DoorDash or Coinbase.”Partnerships further expand the ecosystem. Because Brex controls its processing stack internally, it can integrate with best-of-breed solutions—Navan in travel, Zip and Coupa in procurement—delivering the breadth that global enterprises require while keeping Brex at the center of the transaction.Looking outward, the company recently began expanding into Europe. Gammell tells us the first priority is to better serve U.S. multinationals with operations abroad. Only later will Brex pursue wholly foreign clients. Still, he emphasizes discipline: the U.S. remains “the largest market by a country mile,” and maintaining focus there is key to balancing growth ambitions with profitability and investor confidence.

When Damon Lee reflects on his first conversations with C.H. Robinson's CEO, he recalls how natural the alignment felt. “We spoke the same language. We were finishing each other's sentences,” Lee tells us. For a finance leader whose ambition had long been to step into the CFO chair, the clarity of vision he encountered at Robinson made the opportunity stand out.Lee emphasizes that Robinson's longevity mattered. “A company that survived and thrived for 120 years—that's special in its own right,” he tells us. The business, rooted in logistics services, relies on people as its core differentiator. “Our people really make the difference with our customers,” he adds, underscoring why the culture resonated with him.What sealed the decision, however, was the simplicity of the CEO's plan. “We're going to outgrow the market, we're going to expand our operating margins, we're going to do both,” Lee recounts. Complexity, in his view, often derails execution. A straightforward mandate with conviction behind it gave him confidence that transformation was possible.The CEO, Lee notes, wanted more than a traditional finance executive. He wanted someone who could “show up like a CEO,” bring lean discipline, and act as a true partner in reshaping the company. For Lee, this aligned perfectly with the operational mindset that had guided his career.After more than a year in the role, he reflects simply: “We're winning in the marketplace. We're winning in the eyes of investors. So certainly it was the right move for me, no doubt.”

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.

The pivot began when Jim Rogers raised his hand. Groupon was shifting from mobile daily deals to a goods business in Europe, and—still early in his career—he volunteered to help lead the finance work. That step, he tells us, bridged his path from technical accounting into FP&A and set a pattern: seek out the build stage, then make finance a partner to the business.Rogers started in audit at Ernst & Young before moving through technical accounting and controllership into planning. He earned a master's in accounting at Northern Illinois University to qualify for the CPA, he tells us. At Groupon, he advanced to head of FP&A for North America, experience that informed his philosophy at Tempus AI: “we're not here to report the news,” he says—finance should enable decisions.Joining Tempus in 2017 as the first finance hire—when the company was pre-revenue, he tells us—Rogers built the function, became CFO in 2021, and helped steer the company public. He also stood up investor relations, initially outsourcing the function before bringing it in-house by the end of 2021, he tells us, investing time to educate analysts on a business that spans multiple categories.AI runs through Tempus's work. Externally, a physician portal (“positive”) and the researcher tool “Lens” aim to make diagnostics and data more useful. Internally, large language models sift “hundreds of petabytes of data,” Rogers tells us, and surface real-time finance insights. The strategic throughline is discipline: double down on oncology, keep pilots siloed, and expand only when the core is ready—because, as he notes, “no two days are alike.”

In this Planning Aces special, three finance leaders map how AI is moving FP&A from dashboards to decisions. Andrew Casey (Amplitude) shows agents automating analytics, experiments, and order-to-cash checks to democratize insight and speed action. Eric Brown (Cohesity) contrasts AI's capital intensity with the cloud era and spotlights an “epic data battle” where privileged datasets drive advantage. Chris Miorin (APEX Analytix) links on-prem investment and clean data to faster product velocity. Co-host Brett Knowles ties it together: avoid AI-washing; structure data; target reconciliations and cycle-time compression; and lead with outcomes. Viewpoints, AI's value depends on governance, access, and execution discipline.

Chris Miorin's path to the CFO office began in a crucible of leadership. At West Point, and later at Ranger School, he was forged in environments designed to test resolve. Commissioned shortly after 9/11, he knew combat was certain. Leading an infantry platoon in Iraq, he found himself working side-by-side with a colonel “30 years my senior.” The challenge, he tells us, was learning how to add value humbly yet confidently in an environment where everything was fluid. Those early lessons in partnership and adaptability became cornerstones of his leadership style.When Miorin left the Army, he reset with an MBA at Kellogg, which he calls “two years to really immerse in how businesses run.” Investment banking followed, where he advised some of the world's largest oil and gas companies. In capital-intensive, cyclical industries, he saw firsthand how major decisions on raising capital, acquisitions, and divestitures shaped enterprise value. “It helped me understand how finance could have that strategic impact,” he recalls.From there, corporate development and M&A roles deepened his conviction that the CFO's crucial role is capital allocation—directing resources to projects that generate the highest return on invested capital. At Ingersoll Rand, he added investor relations to his toolkit, learning how to tell a “story with numbers” that connected business strategy to investor interest.Looking back, Miorin points to four experiences—Army, investment banking, corporate development, and investor relations—as the foundation for his CFO journey. That foundation ultimately led to his first CFO appointment at SpendHQ, an opportunity introduced through his Kellogg network.

During what he calls a “terrible soccer game” his son was playing, Ademir Sarcevic picked up a recruiter's call that would change his career. The game was lopsided, but the timing was fortunate. Within months, Sarcevic was interviewing with Standex International's leadership team. By 2019, he was CFO of the diversified manufacturer, helping guide a portfolio that spans precision electronics to specialty machinery.Sarcevic's readiness for that moment was shaped years earlier in Sarajevo. He came to the United States during the Bosnian war in the mid-1990s, an experience that taught him to “be ready for anything.” His first job after graduate school was at General Instrument Corporation, where a finance rotational program exposed him to audit, FP&A, and accounting. Later, at a pre-IPO company, he helped take the firm public—only to see the dot-com crash unfold immediately after. It was a lesson in resilience and the unpredictability of markets, Sarcevic tells us.International assignments added new perspectives. In Paris, he served as controller for a billion-dollar Tyco business, and in Switzerland he became CFO for a Pentair global unit. Along the way, he experienced more mergers, acquisitions, and divestitures than he can count, reinforcing the value of flexibility and objectivity.At Standex, Sarcevic applies these lessons through a disciplined M&A approach. Every acquisition, he tells us, must meet three tests: “strategic fit, financial sense, and culture.” That rigor has paid off—recent acquisitions, he notes, “have been phenomenal…performing better than we even thought.”

In Part Two of The Room Where It Happens, we continue our journey alongside CFOs who found themselves face-to-face with some of the most iconic business visionaries of our time. From Salesforce founder Marc Benioff to Intel's Andy Grove, Cisco's John Chambers, and Apple's Steve Jobs, these finance leaders share the moments when vision collided with execution, when bold strategy met financial discipline. Their stories reveal not only what it meant to sit in those high-stakes rooms, but how those experiences reshaped their own leadership journeys. Once again, we're reminded: history isn't just made by visionaries—it's co-written by CFOs.

Eric Brown vividly recalls his trial by fire at MicroStrategy. Joining a subsidiary, he expected to help deploy hundreds of millions from a planned secondary raise. Instead, “the parent company had a restatement…raised zero,” he tells us. Elevated to CFO, he faced layoffs of two-thirds of staff and operating margins at -40%. Over three years, Brown led a turnaround to +30% margins and a market cap recovery from $55 million to more than $1 billion. “Nothing really phases me,” he says of the experience.That resilience shaped how he later embraced growth. At Tanium, he oversaw hyperbolic expansion—ARR surging from $8 million to over $220 million in three years—while remaining operating cash-flow positive. At Electronic Arts, he guided the transformation from disc-based game sales to digital distribution. And at Informatica, he achieved what he once missed at another firm: leading a successful $1 billion IPO.Now at Cohesity, Brown sees a new frontier in AI. Comparing it to earlier waves like the internet and cloud, he emphasizes the capital intensity and strategic importance of data. Training large language models will be limited to “maybe eight to ten long-term” entities worldwide, he tells us. For Cohesity, which secures and curates customer data, AI offers both internal efficiencies—like case resolution and policy querying—and external growth through its Gaia platform.From existential crisis to IPO triumphs, Brown frames AI as the next defining wave. “The broad-based applicability is extraordinary,” he tells us, adding that the real battle will be for privileged data.CFOTL: Thank you for that perspective. You revealed to us pretty much what Cohesity is up to, and maybe you can tell us a little bit about the acquisition last year of Veritas. After that was announced, it was said you were now the largest data protection software provider by market share. How has that transformed your business strategy or competitive positioning?Brown: First of all, this transaction is a landmark deal—something that would make an amazing business school case study. To set it up: Cohesity, a private company with about $550 million in GAAP run-rate revenue, had just reached break-even. Then we bought 72% of Veritas in a carve-out from a private entity. That move doubled our size—Veritas had roughly $1.1 billion in GAAP revenue.You ask, how does a $500 million company buy a $1.1 billion company? The answer is you need a compelling case and a lot of capital. The case was horizontal consolidation: Veritas had an incredible install base but an older-generation product, while Cohesity had a next-gen hyper-converged product. Together, we could offer something better. With 4,000 Cohesity customers and 9,000 from Veritas—and only 2% overlap—we created a highly complementary enterprise customer base.To finance it, we essentially became a deal-specific private equity company, raising $950 million of equity and $2.8 billion of debt. We closed the deal in December last year. Since then, we've integrated at record speed—three to four times faster than you'd normally see in an M&A transaction. Every system has converged except customer care, which will be complete by November. Customer response has been strong, and the original thesis—that we'd be better together with a stronger roadmap and a future-proofed Veritas base—has proven absolutely true. This wasn't just financial engineering; the combined product value proposition is rock solid, and it's been great to see that play out.

In Part One of In the Room Where It Happens, we hear from four CFOs reflecting on formative moments when they found themselves face-to-face with legendary industry leaders. Gabi Gantus of Mytra recounts a pivotal meeting at Tesla with Elon Musk, while CFO Jason Child (Arm) shares an FP&A breakthrough alongside Jeff Bezos during Amazon's early growth years. CFO Brian Gladden of Zelis reflects on leadership lessons from both Jack Welch and Michael Dell, and CFO (emeritus) Bill Korn of MBTC recalls joining Lou Gerstner's high-stakes turnaround at IBM. Each story reveals how proximity to visionary leadership shapes careers and sharpens strategic thinking — long before the CFO title comes into view.

When people Google Bonterra, they often see 2021 as its starting point. That year, lead investor Apax joined with Vista, holder of Social Solutions, and Insight Partners, holder of EveryAction, to unite those businesses under one brand. But, as Matthew Hardy tells us, the company's history stretches much further back—“We have customers that are 20–25-year-old customers, so (there are) a lot of longstanding relationships.”From its earliest days, Bonterra's mission has been clear: provide “purpose-built software for nonprofits.” Today, that includes tools for strategic philanthropy, enabling Fortune 50 companies and foundations to distribute funds, manage grants, and ensure resources reach the right causes.Its Impact Management business works with both small nonprofits and large entities—including city and state initiatives involving millions of dollars—to answer the central question: “What's the impact?” Hardy tells us many philanthropists have historically invested without a clear view of results; Bonterra's solutions aim to change that.Fundraising and Engagement solutions—traditional CRM-style donor management platforms—serve nonprofits across the spectrum, from micro-organizations to nationally recognized names.Although backed by private equity “impact funds,” Hardy stresses there's no easing of performance expectations. Bonterra tracks “all the same metrics you would typically see in your vertical SaaS companies”—from new and install base bookings to gross and net retention, margins, and EBITDA.Ultimately, Hardy's strategic lens centers on value realization. “If your customers…aren't finding significant value…you're not going to last long,” he tells us. Whether helping nonprofits hit fundraising goals or guiding corporate giving programs, Bonterra's work is measured by both mission and metrics.

In Episode 47 of Planning Aces, Jack Sweeney and resident thought leader Brett Knowles explore the evolving role of FP&A through the lens of three forward-looking CFOs. Dan Zhang (ClickUp), John Rettig (Bill), and Josh Schauer (insightsoftware) share how they're driving enterprise agility, leveraging AI to eliminate inefficiencies, and rethinking capital allocation. From Zhang's battle against “SaaS overload” to Rettig's “prove-it mentality” and Schauer's daily forecasting, each CFO reveals a distinct approach to enabling smarter, faster decision-making. Their insights offer a compelling look at how modern FP&A leaders are transforming strategy execution in real time.

Host Erik Zhou, CAO at Brex, sits down with Richie Mashiko, Fractional CFO, to unpack the financial complexities of running high-growth e-commerce and CPG brands. From measuring the right things to navigating ad spend, pricing strategies, and fragile supply chains amidst tariffs, Richie offers a unique operator's perspective on what it takes to drive sustainable growth in today's market.

Andrew Casey remembers a moment when colleagues truly looked to him for leadership. At ServiceNow, a then‑$400 million company with little go‑to‑market infrastructure, the team faced a long list of missing elements: no functioning comp plan, no partner ecosystem, and no clear strategy for scaling sales. “Whenever people said they didn't know how,” Casey recalls, “I started raising my hand and said, I don't know either, but I know what we're going to go do… and then we're going to adjust as we go.” That willingness to lead through uncertainty became a turning point in his career.ServiceNow would grow from $400 million to $4.5 billion during his tenure, and colleagues still use the pricing and deal frameworks he created, he tells us. The experience cemented his approach: chase experiences, not titles, and transform finance into a partner that drives business outcomes.That mindset carried into his first CFO role at WalkMe in 2020, where, just two weeks in, COVID forced an immediate office shutdown. “We didn't even have a work‑from‑home policy,” he tells us. The sudden disruption forced him to navigate crisis management, team alignment, and IPO preparation simultaneously.His journey through Sun Microsystems, Symantec, Oracle, HP, ServiceNow, and Lacework sharpened his ability to guide transformation and scale. Today, as CFO of Amplitude, Casey draws on those lessons to help a smaller public company grow with discipline. Each chapter—from orchestrating 37 acquisitions at Oracle to steering turnarounds—reflects a career built on stepping into complexity, listening first, and leading change with confidence.

When Konstantin Dzhengozov turned down a corporate development role in the U.S., he wasn't walking away from opportunity—he was running toward a different kind of growth. Having helped lead the FP&A function at a fast-scaling Bulgarian tech firm through its acquisition by a U.S. public company, Dzhengozov knew what came next if he stayed the course. But “the unknown… just felt right,” he tells us. So he stayed close to Bulgaria's booming startup scene—and co-founded Payhawk.In the early days of Payhawk, Dzhengozov was a one-man finance team, juggling everything from chart of accounts and payroll to fundraising and compliance. “You kind of become a bottleneck at some point,” he tells us. “The sooner you realize that, the better.” His approach: build ahead of need. His first finance hire brought Big Four audit expertise. Next came senior hires in FP&A and tax as the company expanded across Europe and the U.S.Rather than compete as another card issuer, Payhawk positioned itself as a software company from the start, charging a subscription to solve real pain points Dzhengozov had faced firsthand: poor data visibility, lack of control, and disjointed processes. The company's dual-revenue model and international-first mindset helped it raise $240 million and become Bulgaria's first unicorn, he tells us.Today, Dzhengozov envisions AI helping CFOs compress decision cycles and model complex scenarios instantly. Still, he remains grounded in principle: “Finance should be enabling the business to grow,” not just reporting on it.

When Dan Zhang joined ClickUp in 2021, she stepped into a company intent on unifying how the world works. Two years later, she entered the CFO office—just as ClickUp's strategic bet on AI was beginning to reshape its platform and its future.ClickUp is not just a place where work is tracked, Zhang tells us—it's “where work happens.” The company combines project management, chat, docs, whiteboards, calendars, and more in a single AI-enabled platform. And with the launch of ClickUp Brain Max, the company aims to give every employee “a second brain”—one that automates manual processes, captures meeting notes, assigns follow-ups, and even suggests next steps.As CFO, Zhang helps drive ClickUp's mission with a sharp focus on scale and efficiency. “We're over 1,000 employees around the world,” she tells us, adding that the momentum from AI has become a true growth engine. The company now supports more than 4 million teams globally, from three-person startups to Fortune 500 giants. And its AI business? It's quadrupled year over year.Zhang sees ClickUp's all-in-one foundation as key to its AI differentiation. “This allows us to deliver AI that shows up with the right context, at the right moment, in the right place,” she explains.Despite the company's rapid growth, Zhang isn't resting. “Even after four years here,” she tells us, “it still feels like this is day one.” That mindset—a blend of urgency and vision—continues to shape how she leads.

When Tim Vipond was asked to help rebuild Newmont Goldcorp's corporate model, the scale was daunting: “20 tabs across… each tab being many hundred rows deep,” he tells us. The model had to account for the intricate economics of mining—from extraction to refinement—and it all had to tie together in a single consolidated NAV model. It was a hands-on assignment that tested both his modeling expertise and his capacity to navigate complexity.That moment, Vipond tells us, helped shape his understanding of what finance professionals truly need: not just theory, but real-world, applied skills. It's an insight that stayed with him as he transitioned from the capital-intensive world of mining to the fast-moving e-commerce space at Shoes.com. The contrast deepened his appreciation for digital business models—and sparked the idea that would eventually become the Corporate Finance Institute (CFI).Vipond didn't plan to launch a training platform. “I was passionate about it,” he tells us, recalling how he began building and teaching modeling courses on his own. A chance connection with MDA Training led to the idea of transforming in-person financial training into self-paced, online learning.Today, CFI has nearly 3 million registered students, with certifications like FMVA and FPAP tailored to match real job descriptions. The company embeds AI into courses like “Advanced Prompting for Financial Statement Analysis,” partnering with industry experts to stay current. For Vipond, the mission is clear: make high-impact learning affordable, practical, and scalable—so finance professionals can lead with confidence in a changing world.

When Lisa Cummins Dulchinos joined Ayar Labs, she knew translating deep tech into a business story would be central to her role. At a company where 85% of the nearly 200 employees hold PhDs, Dulchinos found herself among experts fluent in micro-ring resonators and laser physics. To explain what Ayar Labs does, she took a different approach. “It's basically a computer chip that allows us to open up the bandwidth in a computing system,” she tells us.That chiplet—named TeraPHY—replaces traditional copper wiring with optics, using lasers to transfer data more efficiently. Dulchinos describes it with a relatable analogy: “There's traffic on a highway…you open up and add more lanes.” This optical solution not only alleviates the data bottleneck but also delivers measurable benefits: “It decreases the amount of power required by four to eight times, increases the bandwidth almost 10 times, [and] reduces latency,” she tells us.What drew Dulchinos to Ayar Labs is also what defines her leadership: the intersection of technical complexity and strategic clarity. She frames the customer value in terms of “tokens per second, per dollar, per watt,” highlighting how improved throughput leads to greater profitability. Though the solution may cost more upfront, Dulchinos emphasizes its long-term value: “It decreases their total cost of ownership.”By making the science digestible and the business case undeniable, Dulchinos reveals not just what Ayar Labs builds—but how finance can illuminate innovation.

When Lisa Cummins Dulchinos joined Ayar Labs, she knew translating deep tech into a business story would be central to her role. At a company where 85% of the nearly 200 employees hold PhDs, Dulchinos found herself among experts fluent in micro-ring resonators and laser physics. To explain what Ayar Labs does, she took a different approach. “It's basically a computer chip that allows us to open up the bandwidth in a computing system,” she tells us.That chiplet—named TeraPHY—replaces traditional copper wiring with optics, using lasers to transfer data more efficiently. Dulchinos describes it with a relatable analogy: “There's traffic on a highway…you open up and add more lanes.” This optical solution not only alleviates the data bottleneck but also delivers measurable benefits: “It decreases the amount of power required by four to eight times, increases the bandwidth almost 10 times, [and] reduces latency,” she tells us.What drew Dulchinos to Ayar Labs is also what defines her leadership: the intersection of technical complexity and strategic clarity. She frames the customer value in terms of “tokens per second, per dollar, per watt,” highlighting how improved throughput leads to greater profitability. Though the solution may cost more upfront, Dulchinos emphasizes its long-term value: “It decreases their total cost of ownership.”By making the science digestible and the business case undeniable, Dulchinos reveals not just what Ayar Labs builds—but how finance can illuminate innovation.

When Kevin Wall first stepped into industry from public accounting, it wasn't by accident—it was through a client he already knew well. The company, in the midst of an ERP conversion and preparing to go public, saw in Wall someone who understood both their numbers and their needs. “They were familiar with me. I was familiar with them,” he tells us.That early pivot from audit into operational finance set the tone for a career defined by depth over speed. Wall spent 13 years at Alcatel-Lucent and a decade at FIS, climbing steadily while broadening his remit from general accounting to pricing, FP&A, and global finance operations. His longevity at these firms, he tells us, allowed him to “move and see new things under one roof” while growing his leadership footprint.Today, as CFO of Stax Payments, Wall is again stepping into transformation. The company, which serves over 40,000 SMBs and processes more than $20 billion in volume annually, is preparing to launch its own end-to-end processing engine. Wall's priorities reflect a blend of commercial focus and operational precision: “It's the top of the funnel,” he says, referencing lead generation, “and speed to revenue.”A self-described servant leader, Wall believes in “clearing obstacles” so teams can grow. That mindset also drove a past strategic move—reorganizing finance functions like billing and AP to other departments. It was a bold step, but one grounded in clarity: “Let's really define what we want finance to be,” Wall tells us.

When Josh Schauer joined Longview, a Toronto-based software company, he had no idea that a transformative chapter of his career was just a few years away. In 2020, Longview was acquired by insightsoftware—a turning point that brought both uncertainty and opportunity. “It's kind of equal parts fear and optimism,” he tells us. “You wonder: Am I going to have a job coming out of this?”But his then-CFO advocated for him, making clear to the acquiring company, “they can't lose you.” That moment, Schauer tells us, “swung the pendulum to the opportunistic side.”Rather than move on, Schauer leaned in—ultimately rising to become CFO of insightsoftware five years later. Today, he leads finance for a company that has completed 31 acquisitions and delivers AI-powered tools for CFOs—tools Schauer uses himself.Early in his career, a mentor CFO gave Schauer full ownership of budgeting, board reporting, and strategic analysis. That experience shaped his belief that finance is “a strategic operating partner.” It's a mindset that drives his approach today, from implementing daily agile forecasting to integrating AI across functions.“We are an AI-first organization,” he explains, with AI liaisons and company-wide training supporting adoption. Though measuring ROI can be tricky, he sees clear returns in efficiency and insight.Still, he keeps people at the center: “Is the team taken care of? Do they feel engaged?” For a CFO who's navigated acquisitions and transformation, Schauer tells us, team satisfaction remains one of his top priorities.

When Nathan Winters led a supply chain team earlier in his career, he noticed something that would shape his leadership style: “The credibility you get by the operating leaders when they see you out in the field… is incredibly important.” Whether visiting customers, walking a manufacturing floor, or sitting in on operating meetings, Winters found that physical presence fostered trust—and that trust gave finance a real seat at the table.Today, as CFO of Zebra Technologies, Winters continues to emphasize business partnership grounded in proximity to operations. In the four years since he stepped into the CFO seat, Zebra has weathered post-COVID surges, global supply chain disruptions, and enterprise restructuring. The company's product footprint—often “hidden in plain sight,” from grocery checkout scanners to hospital wristbands—has expanded to include robotics and machine vision, Winters tells us.He's also broadened his own remit, taking on IT and cybersecurity leadership, including oversight of both the CIO and CISO. In that time, Zebra has reduced China-based production from 80% to 30% and introduced new AI capabilities like “Zebra Companion” to automate shelf management for retailers. Internally, Zebra launched a private LLM instance—“Z-GPT”—to streamline tasks from expense report queries to sales presentations.“Your job isn't to just close the books,” Winters tells us. “If you're not analyzing… finding new ways to think about things… you're getting passed up.” At Zebra, finance is not just a control function—it's a strategic force embedded in every operational stride.

Nearly a year into his CFO role at Reltio, James Redfern still feels like he's catching up. “I've made some progress, but I'm definitely not where I… need to get,” he tells us. That steep learning curve was exactly what drew him to the company.Redfern didn't find the Reltio opportunity through recruiters. Instead, it surfaced during a casual conversation with a mentor. “I was actually looking at something else,” he recalls. “And he said, ‘Oh, if you're looking… I'm on the board of a company that's looking for a CFO.'” That kind of personal connection—what Redfern calls “psychic safety”—has guided his last two career moves. It's less about who you know casually, he tells us, and more about “people you actually have worked with.”At Reltio, Redfern stepped out of his comfort zone. After years in application-layer software companies like Workday and PayScale, he shifted into deep IT infrastructure. Reltio's platform ensures enterprise data is clean and consistent across systems—a need made more urgent by the rise of AI. “You need a reliable, unified view of your data,” he explains. “One customer equals one customer—not three different customers in three different systems.”With 190 customers and $160 million in annual recurring revenue, Reltio works with some of the world's largest enterprises. The company's mission, Redfern tells us, is to replace legacy systems like Informatica and IBM with cloud-native data unification at scale.For Redfern, the attraction wasn't the title. It was the challenge. “This is the kind of journey I committed myself to,” he says.

How are finance chiefs steering the AI revolution? In this fast-paced special edition of CFO Thought Leader, host Jack Sweeney spotlights Packer Fastener CFO Brian Hogeland and LinkedIn's top AI voice Allie K. Miller. Together they unpack why 2023's “just try ChatGPT” mantra is obsolete, how agent-orchestrated systems will reshape mid-market operations, and where cash-savvy CFOs can safely place AI bets today. Tune in for fifteen minutes of practical insight, provocative foresight, and career-defining guidance.

Amanda Whalen's first unit CFO role began with a question. “You're not a finance technical person,” her company's president told her, “but you're the strongest leader on my team. Will you be willing to be the CFO and help me transform the finance function?” She accepted.Over the following year, Whalen tells us, her team tackled three major initiatives: fixing broken cost accounting at a dairy plant, realigning sales incentives to drive margin, and overhauling the P&L reporting structure to match the new parent company's expectations. The team was skeptical—“They said, ‘You're crazy. There's no way we can do that all in a year,'” she recalls. But they did. The business became 10% more profitable.That experience, Whalen tells us, revealed finance as a powerful lever to drive business transformation—“You get to work with every function… It's highly quantitative and analytical, and it involves working with a lot of really great people.”Now CFO at Klaviyo, Whalen brings the same philosophy. In three years, the company more than doubled revenue and improved margins by 20 percentage points. She led Klaviyo's IPO, expanding the company's readiness across technical, strategic, and investor-facing dimensions. “It wasn't just about getting ready to go public,” she says, “but about operating successfully as a public company for a long, long time.”Whether transforming legacy operations or scaling a fast-growing SaaS firm, Whalen's approach remains constant: think long-term, go deep into execution, and “be kind to your future self.”

In this Planning Aces episode, Jack Sweeney and co-host Brett Knowles spotlight three CFOs who are advancing their organizations' FP&A capabilities through thoughtful AI adoption. Andrea Hecht of CSAA Insurance discusses aligning generative AI with enterprise strategy and efficiency. Matthias Steinberg of MindBridge explores combining machine learning and LLMs in finance workflows. Brian Hogeland of Packer Fastener highlights how AI training and grassroots adoption can foster a tech-forward culture. Together, these leaders offer a cross-industry view of how CFOs are balancing risk, innovation, and ROI while helping their organizations navigate today's fast-evolving planning landscape.Brett Knowles' Key TakeawaysBrett Knowles emphasizes three recurring themes: the importance of framing AI narratives carefully to avoid workforce fear, the rising expectation among employees for AI-enabled tools, and the need to align AI efforts with real business value. He also highlights the necessity of risk awareness and the evolving role of FP&A as a driver of organizational agility. Across the board, Brett sees finance leaders striving to balance innovation with caution in a way that positions their teams for scalable growth.

When the Silicon Valley Bank crisis erupted in early 2023, Larry Roseman was already well-acquainted with market upheaval. A member of the CFO class appointed around 2020—just as the pandemic began—Roseman had weathered previous storms. He began his career amid the dot-com collapse, then advanced through the 2008 financial crisis. “Scar tissue helps,” he tells us.So when he landed in Palm Springs for a tennis tournament and learned SVB was in freefall—taking all of Thumbtack's cash with it—his weekend plans were immediately sidelined. “Literally getting on the plane and landing, and the whole thing sort of blowing up,” Roseman recalls. “I was holed up in the hotel room for days,” working through how to ensure payroll and access to capital.That crisis became a defining moment. “That was the catalyst for us,” he tells us. Roseman used it to pivot the business away from growth-at-all-costs and toward sustainable, profitable growth. In just a few years, Thumbtack went from -$60 million in EBITDA to +$60 million.His ability to adapt comes from a varied career path—public accounting at Ernst & Young, investment banking at Bear Stearns and JPMorgan, and operational finance at eBay, where he helped spin off PayPal. At Thumbtack, a national home services marketplace, he's scaled the finance team tenfold and implemented a discipline around contribution margin, hire rate, and CAC.“The P&L doesn't lie,” Roseman tells us—especially in times of crisis, when it's clarity, not comfort, that defines the leader.

Back in 2003, when a recruiter lined up Kent Hoskins for a finance interview at Boosey & Hawkes, he came prepared to discuss guitar manufacturing. Instead, the executive immediately began quizzing him on music royalties—the recruiter had apparently misunderstood the brief. Hoskins didn't get the job—at first. But two days later, he got a call: the selected candidate had quit after just 24 hours. Hoskins stepped in.That twist marked a pivotal entry into the world of music IP—one that would shape a two-decade career. At Boosey & Hawkes, he saw firsthand how legacy operations could weigh down financial performance. “Fifty percent of revenue came from physical sheet music,” he recalls, “but it only made up 15% of EBITDA.” The company licensed out the segment, cut headcount, and reinvested in IP, increasing both margins and focus. “It stayed with me… if there's not a path to profitability from revenue, why are you doing it?”Today, as CFO of Concord, Hoskins applies the same operational lens across a $900 million IP portfolio. After joining Concord through acquisition in 2017, he became CFO in 2021. Strategic forecasting now combines AI and streaming data—insights that recently helped identify renewed demand for the Creed catalog. “We could see it from the consumption,” he tells us, which triggered targeted marketing and revenue lift.

What sets John Rettig's CFO journey apart from most is not just its length—spanning more than two decades—but its unusual symmetry. His CFO career roughly divides into two decade-long tenures: first helping scale a digital advertising firm from $15 million to $250 million in revenue, and now serving as CFO of Bill, where he's helped lead the company from startup to public market success.When Rettig joined Bill, the company had just $13 million in revenue and a modest employee base. What drew him in, he tells us, was the combination of people, culture, and a product that placed finance operations at the center of its design. It was the first time in his career that he'd worked this closely with a finance-focused technology platform.At the time, Rettig anticipated a 10x growth opportunity—similar to his earlier experience. “It turns out, it's 100x,” he tells us. Today, Bill has 2,500 employees, serves 500,000 customers, and supports a network of 7 million members. The company processes $300 billion in annual payment volume and has grown to $1.5 billion in revenue.Much of that growth, Rettig explains, has come from addressing the operational challenges of small and midsize businesses. Early efforts to modernize paper-based processes helped shape the company's current offerings, which span accounts payable, receivable, corporate cards, and cash flow management.“We become the center of their financial operations,” Rettig says of the platform's role. His focus remains on scaling Bill's impact across the “Fortune 5 million.”

During his decade at Google, Tim Ritters worked at the intersection of product and finance, helping to launch financial systems in collaboration with engineering, marketing, and product teams. The role gave him early exposure to cross-functional work and large-scale data environments. “Day one, you're working cross-functionally,” Ritters tells us. He adds that this mindset became foundational to his approach going forward.When Ritters joined Gong in 2019, he says the company had already begun challenging traditional approaches to customer data. “We asked a really interesting question… what could we do if we gathered the 99% of information about your customer that was not in a traditional CRM?” Ritters explains. According to him, that original question continues to shape Gong's mission today.Ritters tells us that Gong's platform has since scaled to analyze more than 3.5 billion customer interactions. He says the company now serves approximately 4,700 businesses globally, including organizations such as Google, LinkedIn, Canva, and Anthropic. The platform, Ritters notes, helps customers extract insights from a broader set of data sources—including conversations, emails, and documents—that may not be captured in traditional CRM systems.Ritters believes that AI adoption has made Gong's value proposition more tangible to prospective buyers. “When [they] peel back the onion… they start seeing some of the incredible sort of results,” he says. According to Ritters, some customers have reported “halving of deal cycle times” using the platform.All of Gong's growth to date has been organic, Ritters tells us, and he views the company's trajectory as part of a broader evolution in how organizations approach customer intelligence. “The sweet spot we're in right now,” he says, “is helping companies make smart business decisions.”

It's no secret CFOs frequently exit soon after a major acquisition—especially when a larger enterprise takes the reins. But Rene Ho stayed.Ho had been CFO of Taulia, a working capital fintech, when it was still an independent company. After helping lead the firm through its acquisition by SAP, he chose to stay on, guiding the company through integration while preserving what made Taulia unique.It's a reality Ho doesn't resist—instead, he works to make those connections scalable. That mindset reflects a broader shift under his leadership. “We're also embedding our technology more and more into the SAP technology,” Ho tells us, noting that when he joined, the two platforms were sold separately. Now, integration enables “more of a single sale,” smoothing the go-to-market motion.While SAP Taulia continues to align its tech stack, one area remains purposefully independent: the financing operations. “We don't use our balance sheet to finance the invoices,” Ho says. Instead, more than 30 financial institutions and non-bank entities fund those transactions.

As Cardinal Health nears its second anniversary since the company's first investor day under CFO Aaron Alt's leadership, steady progress has been made in its ambitious transformation. Alt reflects on the company's trajectory since his appointment, saying, “We've deployed several billion dollars in acquisitions to drive our strategy.” This shift highlights the company's focus on specialty distribution and related services—areas Alt tells us offer higher margins and greater growth potential than the company's traditional core business.Under Alt's leadership, Cardinal Health has pursued both organic growth and strategic acquisitions, targeting key therapy areas like gastroenterology and urology. According to Alt, the company's balance sheet has played a critical role, enabling investments and allowing Cardinal Health to return capital to shareholders through increased dividends and share repurchases.With the recent increase in the company's fiscal year 2026 profit estimates, Alt's strategy appears to be paying off. “We're doing what we said we were going to do,” Alt emphasizes, underscoring the transparency and accountability he has fostered during his tenure. Looking ahead, the company's growth trajectory is set to continue as it leverages acquisitions and internal investments to expand its portfolio and drive long-term value creation.

In this episode of Planning Aces, co-hosts Jack Sweeney and Brett Knowles spotlight the FP&A strategies and AI adoption journeys of three CFOs—Gillian Munson (Vimeo), Dan Fletcher (Planful), and Chad Gold (FullStory). Each finance leader discusses how AI is reshaping their planning processes, from accelerating automation and revenue generation to transforming cross-functional collaboration. Brett introduces a framework for evaluating AI ROI across three dimensions: operating cost reduction, risk mitigation, and revenue generation. The episode reveals how FP&A teams are becoming catalysts for AI-driven change, extending their influence and helping to architect new organizational efficiencies and data-driven decision-making.

When Matthias Steinberg entered the CFO office at MindBridge in 2022, the audit files displayed on his laptop were already being processed by the company's own AI. KPMG, he adds, was using the same platform to automate journal‑entry testing—work “traditionally done manual.” That shift marked “a big step toward continuous audit,” Steinberg tells us.The platform, he explains, monitors “all relevant financial flows” for two audiences. External audit firms—including “a number of the top 100 in North America”—rely on it to surface anomalies with machine‑learning speed. Enterprise finance teams deploy the same engine as a “monitoring cockpit” that flags vendor over‑charges, payroll errors, and revenue leakage so managers can intervene before profits slip. Replacing after‑the‑fact sampling with continuous insight, it gives auditors and CFOs a single source of truth. By serving both constituencies, MindBridge fuses compliance certainty with operational advantage.Capital strategy now occupies equal attention. Founded in Ottawa, MindBridge had completed several Canadian and U.S. venture rounds; its last raise before Steinberg arrived was led by Silicon Valley's PeakSpan, he tells us. Charged with “professionalizing the business and also [doing] a fund‑raise,” he orchestrated a recap that introduced Boston‑based PSG Equity and offered early backers a partial exit. The diversified balance sheet, Steinberg says, funds the product roadmap that keeps KPMG—and every controller chasing real‑time insight—a step ahead of the next anomaly. Fresh capital also fuels deeper AI R&D and global reach, he adds.

When Andrea Hecht walks into a finance meeting, she's not preparing for earnings calls or shareholder Q&A. Instead, her focus is inward—on aligning every financial decision with a mission that begins and ends with AAA members.CSAA Insurance, where Hecht serves as CFO, operates in 23 states and the District of Columbia. It's not publicly traded. “We're technically owned by our policyholders,” Hecht tells us, noting that CSAA distributes almost exclusively through AAA clubs to AAA members.That difference in ownership structure reshapes everything—from financial priorities to communication rhythms. “We don't necessarily have those traditional…quarterly earnings calls,” she explains. “Part of the way I think about my communication is primarily inward…to make sure every decision we make is deeply tied to our strategy.”For CSAA, strategy is inseparable from service. “Our strategy is deeply tied to serving AAA members,” Hecht tells us. That's especially vital in California, where Hecht says CSAA faces its greatest insurance concentration and the most market volatility.While other insurers have exited the state, CSAA has stayed the course. “It's been really gratifying to see what we can do,” Hecht says. Balancing capital protection and member coverage remains a daily challenge—one she's eager to embrace.With AM Best as CSAA's key external stakeholder, Hecht's metrics of success differ from peers in public or PE-backed companies. “It's a really interesting balancing act,” she tells us—and one that redefines what it means to lead finance from the inside out.

When Tom Egan walks a homeowner through the math—“If your house is worth a million dollars and you owe five hundred thousand,” he says—the traditional options surface quickly: load the balance sheet with a costly home‑equity loan or sell and hope you can find somewhere new to live. That binary choice, he explains, is exactly what Hometap set out to upend. The company's flagship home‑equity investment lets owners “access the liquidity in their home without having to sell or take on debt,” Egan tells us.The mission “to make homeownership less stressful and more accessible” shapes his every decision. By giving capital in the form of equity, Hometap leaves monthly payments unchanged and can even “improve your credit if you use it to pay down debt.” The concept, first sketched by founder Jeff Glass, resonated immediately with consumers; Hometap has completed “18, 19 thousand of these” transactions so far, Egan tells us.Yet the CFO is careful to frame the product as a beginning, not an endpoint. He calls it “a product, not the product,” an opening move toward a platform of offerings that address the full arc of ownership. Growth, he notes, is already visible as other operators enter the market—a sign of “enormous upside.”Egan's narrative reveals a strategist who sees finance as empowerment. By replacing debt with shared success, he aligns the homeowner's peace of mind with Hometap's own performance, turning equity itself into the most flexible currency a family possesses—and signaling a new era for consumer housing finance.

Imagine an accounts‑receivable clerk clicking through four different systems just to finish one routine task. Chad Gold sees that bottleneck instantly. Fullstory's newly launched Workforce product maps every mouse‑stroke of such employee journeys, then surfaces friction points so companies can “make them more productive, so they can do even more value‑added things,” Gold tells us.The scene encapsulates the finance leader's thesis: data depth wins. “The companies that have the capabilities to capture the most comprehensive sets of data in a meaningful way are going to win,” he says. That conviction drew Gold—now in his fourth CFO chapter—to the Atlanta‑based behavioral‑data platform. Fullstory records the complete digital experience of each customer, from e‑commerce clicks to SaaS workflows, and feeds the corpus into AI models that flag churn risk or recommend instant actions, such as sending a coupon to a wavering shopper. The result drives revenue and reduces churn, he tells us.For its part, Fullstory has raised capital rounds through Series D and counts Kleiner Perkins, Stripes, Premier, Salesforce Ventures, GV and Dell Technologies among its backers, he tells us. Independent directors Ryan Barreto of Sprout Social and former Atlassian CFO Alex Estevez deepen the bench. After 22 years in finance, Gold values “lines, not dots”—long‑term relationships that provide partnership, not just cash. By pairing that philosophy with a platform built to illuminate every click, he aims to turn invisible friction—whether customer or employee—into the next chapter of growth. Stakeholders across the business will feel the lift, Gold predicts.

Broadcasting from Planful's Perform 25 conference in Miami, CFO Thought Leader presents frontline finance insights in an on‑location special. CEO Grant Halloran rejects the narrative that generative AI replaces people; instead he calls it the only viable antidote to a looming three‑million‑professional accounting shortage and collapsing CPA pipeline. Halloran outlines a 30‑second, company‑wide forecasting experience that lifts productivity without swelling headcount. CFO Dan Fletcher echoes the team‑sport mantra, explaining how daily pipeline feeds, product‑usage telemetry, and strict ROI tests now steer capital allocation, meetings, and R&D growth. Attendee “on the spot” clips reinforce priorities: scaling FP&A influence, embedding AI securely, and freeing analysts from manual work so they can drive high‑cognition strategy at greater speed through data democratization, faster decision cycles, and collaborative technology roadmaps for modern finance.In this episode, CFO Thought Leader is On Location in Miami, where host Jack Sweeney gathers candid insights from Planful's leadership and FP&A practitioners. CEO Grant Halloran outlines why AI must boost productivity—not cut jobs—amid a historic finance talent crunch. CFO Dan Fletcher shares how product‑usage data and daily reforecasting sharpen capital decisions. Attendees add rapid‑fire priorities, from scaling forecasts to embedding secure AI.