Realizing his high-growth startup lacked the cash to fund earned bonuses, Erik Wissig shifted the leadership team toward long-horizon cash-flow planning. By aligning growth expectations with cash realities, he prevented future liquidity gaps and created a finance discipline that shaped SureCo’s scaling years. Now Watch our Complete Episode Featuring CFO Erik Wissig of SureCo Erik […]
1141: The Long Game of Resilient Finance Leadership | Erik Wissig, CFO, SureCo
When Erik Wissig recalls his early years as a founder, one moment still stands out. The team had met its growth goals and earned their bonuses—but the company’s cash flow hadn’t caught up. “You need the cash to make those payments,” he tells us. That hard-won lesson reshaped how Wissig approached finance from that day…
Listen to the Episode Below (0:43:27)
1135: Where Strategy Meets Finance in the Ad-Tech Revolution | Clayton Kossl, CFO, Basis Technologies
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…
Listen to the Episode Below (0:42:24)
1134: When Finance Becomes a Force for Influence | Chris Sands, CFO, InvoiceCloud
“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…
Listen to the Episode Below (0:37:11)
1128: Capital Discipline in a Usage-Based World | Ben Gammell, President & CFO, Brex
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…
Listen to the Episode Below (0:46:28)
The Power of Relationships in Driving Enterprise Value
Amid a competitive, banker-led acquisition during COVID, he insisted on traveling to meet the founder in person. That relationship-building shifted perceptions, secured the deal, and underscored how trust can decisively shape enterprise outcomes. Now Watch our Complete Episode Featuring CFO Chris Miorin of apexanalytix Chris Miorin traces a leadership-first path to finance, forged at West […]
1122: Capital Allocation as a CFO’s North Star | Chris Miorin, CFO, apexanalytix
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…
Listen to the Episode Below (0:44:47)
1117: Building a Unicorn with a Finance Blueprint | Konstantin Dzhengozov, CFO, Payhawk
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…
Listen to the Episode Below (0:42:07)
1109: Building Finance Teams for Scale, Speed, and Smarts | Larry Roseman, CFO, Thumbtack
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…
Listen to the Episode Below (0:43:54)
CFO Jill Woodworth’s Wellness Encore at Prenuvo
Woodworth realized early that high‑growth companies must plan for downturns. She pushed Peloton’s leadership to model severe demand shocks and secure funding before it was essential. When COVID’s whiplash forced a $800 million cost‑cut and mass layoffs, those preparations helped to buffer liquidity and allowed the company to restructure rather than stall. Now Watch the Complete […]
1098: Pandemic Rollercoaster Veteran Champions Smarter MRI Suites | Jill Woodworth, CFO, Prenuvo
When Peloton’s stock debuted in 2019, CFO Jill Woodworth believed the playbook was air‑tight. She had shifted fiscal calendars, re‑segmented reporting and shaped statements that “tell a story,” she tells us. Then COVID hit. Orders “flew nine‑fold overnight,” marketing was switched off, and customer focus narrowed to a single metric: getting bikes from order to doorstep. CFOTL:…
Listen to the Episode Below (1:04:18)
1093: Anime Economics: Serving Fans, Driving Returns | Travis Page, CFO, Crunchyroll
A little more than a decade ago, Travis Page was hauling gear off a tour bus, criss-crossing the country with indie bands. One late night, sweat-soaked and exhausted, he noticed fans waiting in the rain simply to glimpse their favourite artist. Passion like that ought to power a business, he thought. That backstage epiphany still…
Listen to the Episode Below (0:35:30)