In this episode, Jack is joined by Sam Monti, CFO of SolarWinds. Monti challenges a familiar assumption about the evolution of the CFO role: that finance leaders have only recently become strategic partners to their CEOs. He argues that earlier generations of financial executives often held significant strategic influence and that technology is helping the […]
1227: Scaling an Apparel Brand: The CFO’s Capital Allocation Challenge | Neely Rosen, CFO, Greyson Clothiers
At Greyson Clothiers, opening a new store can mean committing capital long before the first meaningful returns arrive. For CFO Neely Rosen, that gap between investment and payoff has become one of the defining challenges of helping a growing apparel company scale. Greyson's business began in wholesale before expanding into e-commerce and company-owned retail stores.…
Listen to the Episode Below (0:35:54)
When Focus Raises the Execution Bar | Brittany Cerwin, CFO, Middleby
In this episode, Jack is joined by Brittany Cerwin, CFO of Middleby. After years operating across commercial foodservice, food processing, and residential kitchen equipment, Middleby has reshaped its portfolio around its commercial business. Cerwin explains why that focus creates a clearer capital allocation story—and places greater attention on execution. The discussion moves inside Middleby’s growth […]


