In this compelling conversation, Tidemark Capital founder Dave Yuan shares his journey from Bain consultant to building one of the most thoughtful voices in vertical SaaS investing. Yuan reveals his "control point" philosophy—identifying the mission-critical systems that small businesses would turn off last before going bankrupt—and explains how this approach has guided Tidemark's investments in category leaders like ServiceTitan, Toast, and OneStream. His insights into workflow gravity, data gravity, and account gravity provide a masterclass in understanding what creates defensible market positions in software.

The discussion takes a provocative turn as Yuan explores AI's dual nature as both opportunity and existential threat for established software companies. He introduces the concept of "integrate surround"—how AI point solutions can gradually subsume control points by becoming the system of action rather than just record—and shares his framework for "fast waters" versus "slow waters" in AI adoption. With characteristic humility and intellectual curiosity, Yuan offers practical advice for navigating today's volatile market while building the Vertical SaaS Knowledge Project community that has become an industry touchstone for founders and investors alike.

Orbit 48 sees Dr Amr Ellabban sit down with Des Traynor, co-founder and CSO of Intercom, to explore how AI requires revolutionary thinking from businesses. Des shares the pivotal moment when ChatGPT emerged in November 2022, spurring Intercom's bold 15-day pivot to develop Fin, their AI customer support agent. The conversation reveals how successful AI transformation demands complete organisational commitment—from reimagining pricing models to restructuring teams—rather than incremental changes: "It's not a cherry on top. It's the only game that matters."

Drawing from his experience at Intercom and as an angel investor, Des outlines the three-phase evolution of AI in business: from augmenting human work to handling portions of jobs to eventually performing entire roles. For leaders navigating similar transformations, he offers unflinching advice on the necessity of decisive action and clear communication, predicting that AI may soon handle 60-80% of support volume in what will be "the largest change in how labour is applied in most businesses." His insights on product boundaries and avoiding "MiniDisc" solutions in rapidly evolving technology landscapes provide a compelling roadmap for organisations embracing this inevitable shift.

What happens when AI can code? In this illuminating conversation with Cognition's Founding President Russell Kaplan, we explore how AI is fundamentally transforming the landscape of software development. Drawing from his journey through Tesla's Autopilot team and Scale AI, Kaplan shares profound insights on leadership in rapid technological change, emphasizing that "talent is everything" and that exceptional outcomes come from "small teams of highly technical people." His perspective challenges conventional thinking about software engineering's future, suggesting we're entering an era of "software abundance" where customer expectations will rise dramatically.

The discussion moves beyond theoretical AI potential to practical implementation, with Kaplan revealing how his philosophy of speed as strategy guides decision-making in a world where AI capabilities in software development are doubling every 70 days. Rather than fearing job displacement, Kaplan envisions a future where "way more people are shaping the creation of software" as the nature of engineering evolves. With refreshing optimism, he suggests we're approaching a time when "software is good by default" and shares his excitement for what may be "the most exciting time to be a software engineer" in history.

In this episode of Orbit, Matthew Brockman, Managing Partner at Hg, sits down with renowned AI pioneer Andrew Ng to explore the rapidly evolving AI landscape. Andrew, who has led ground-breaking initiatives at Stanford AI Lab, Google Brain, and Coursera, shares fascinating insights on building in the AI era, including how the falling costs of prototyping (just $55,000 to create a working prototype) are democratising innovation and allowing companies to take more shots at goal with minimal risk.

The conversation delves into practical advice for software leaders navigating this technological revolution, with Andrew emphasising that the real value lies in the application layer rather than foundation models themselves. He challenges conventional thinking about AI "kill zones," advocates for creating innovation sandboxes within organisations, and offers a compelling perspective on why professionals across all domains—from lawyers to doctors to marketers—should learn coding to effectively harness AI's potential. Andrew's prediction of the rise of "10x professionals" who can masterfully direct AI to accomplish tasks presents both an exciting opportunity and imperative for business leaders to embrace this transformative moment.

In our latest episode Hg’s Managing Partner, Matthew Brockman, presses two CEOs and an AI insider on how a business leader can usefully integrate generative AI into their business workflows.

David Carmona, a VP and CTO at Microsoft, Avaneesh Marwaha, CEO of US legal tech producer Litera, and Soeren Brogaard, CEO of Danish construction innovators, Trackunit, cover the swift advancements in AI that are redefining industry workflows. These experts explore the journey from AI incubation to mass adoption, the balance between internal efficiency and customer-centric product enhancements, and the need for data-rich, insight-driven business strategies. They also consider the future of AI in reshaping the legal and construction sectors and the importance of fostering an organizational culture that embraces continuous innovation.

Hg’s Joe Jefferies sits down with Sukhinder Singh Cassidy, the CEO of Xero, to unravel the intricacies of leading a global software company and the personal journey that brought her to the helm. With a history of bold moves at tech behemoths like Amazon and Google, Singh Cassidy shares her philosophy on risk-taking, revealing how a series of strategic bets rather than any singular decision shaped her illustrious career.

From a father's entrepreneurial spirit; to navigating a rocky job market post-college on the eve of a tech boom; to Xero's remarkable growth across 180 countries: Singh Cassidy reflects on fostering a culture of inclusivity and the importance of authenticity in leadership all whilst thriving on the continuous pursuit of impactful risk-taking.

In this enlightening episode of the Hg podcast series Orbit, host Joe Jefferies converses with Nick Mehta, the long-standing CEO of Gainsight, about the intersection of vulnerability and leadership in building a successful software company.

Nick candidly describes his philosophy of "human-first" leadership, which has become a cornerstone of Gainsight's culture. He recounts his journey from childhood ambitions instilled by his father to the challenges he faced fitting in, and how these experiences shaped his transparent and authentic approach to leadership, coining the term "Nick 2.0" to signify his evolution. This transformation involved embracing openness and candidness, not just personally but also at the organisational level with "Gainsight 2.0," fostering a culture where honesty is valued, and employees are encouraged to embrace their own personal growth narratives.

As the CEO of Scandinavian software success story, Visma, this is Merete Hverven's second appearance on Orbit. Last time she pondered the reasons behind the Nordics' outsized contribution to the world of software, this time the same values of openness, competency over hierarchy and willingness to experiment come into play when running a scaled multinational conglomerate.

With the complete opposite of a one-size-fits-all approach, Visma has partnered with companies across 32 different countries, collecting what they do best and disseminating it across the group. The key is to be humble to as you enter each new marketplace: "don't try to be interesting, be interested".

A veteran of the software industry for 25 years, Darren Roos is a disciple of the wisdom that failure breeds success. Battlescars that bring perspective and greater awareness of how to guard against the pitfalls of tough economic environments. He assures Hg's Nic Humphries that his abilities are not a result of intellect but rather hard-won experience; over two decades of seeing the same patterns reappear.

Now the Chairman of enterprise software giant, IFS, he looks back at his arrival as CEO - a South African in a Scandinavian company - and how his work to transform the business required some transformation of his own; before discussing tips around succession planning and the reluctant addition of 'author' to his CV.