On this episode Shiv interviews Rita Fiorentino, Co-Founder of Arc Capital Development, to unpack a battle-tested playbook for steering portfolio companies through economic downturns—especially when AI disruption, political volatility, and geopolitical shocks are compressing growth.

Rita lays out a disciplined sequence that starts with risk assessment and financial hygiene, then moves to locking down customers, building an all-A-player team, and only then deploying AI for process efficiency and product innovation. She warns against the common trap of slapping “AI” on legacy products or slashing headcount too soon, and shares real-world examples of how companies that follow the right order emerge stronger.

She also covers why this downturn is categorically different, how to educate boards and investors, and why skating to where the puck is going—not where it’s been—is the ultimate survival edge.

On this episode Shiv interviews Jeremy Schein, Partner and Member of the Buyouts Investment Committee at Corsair Capital, to discuss how private equity firms can drive enterprise value in financial services through collaborative operating expertise.

Jeremy shares Corsair’s approach to partnering with management teams in fintech, payments, and adjacent sectors, emphasizing the importance of aligning on value creation strategies early. He explores how their operating partner model leverages technical expertise in human capital, product technology, and go-to-market strategies to transform portfolio companies.

He also dives into navigating the complexities of AI integration, balancing short-term priorities with long-term investments like rebranding, and ensuring management teams are equipped to execute on ambitious growth plans.

On this episode Shiv Narayanan interviews Ed Byrne, co-founder of Scaleworks, a venture equity firm based in San Antonio.

Ed shares his background as a software entrepreneur and the lessons learned from his experiences that led to founding Scaleworks ten years ago with partner Lou Moorman. The discussion explores the concept of "venture equity" as a hybrid model between traditional VC and private equity, emphasizing sustainable growth over high-risk VC funding. Key topics include the downsides of VC (such as portfolio theory encouraging all-or-nothing scaling), the benefits of bootstrapping or using debt for most software businesses, avoiding premature scaling, prioritizing customer-funded growth, and Scaleworks' approach to acquiring and accelerating 5-10M revenue SaaS companies by building go-to-market teams in-house, bringing in new CEOs, and focusing on levers like pricing, category specialization, and dispassionate product decisions. Ed also covers deal structures, value creation through centralization in San Antonio, resistance to playbooks, and aiming for acquisitions driven by inbound interest rather than fixed timelines.