
Show Notes
On this episode, I speak to Be Kaler Pilgrim, founder of Smithfield Search and original founder of Futureheads Recruitment. Be has spent more than three decades helping organisations build technology and product teams, and recently conducted an in-depth study of senior product leaders operating in investor-backed businesses. We explore what effective product leadership really looks like in high-growth environments, why so many organisations still misunderstand the role of product, and how AI is forcing leaders to rethink organisational design, capability and value creation. Episode highlights
Product is still too often treated as a delivery function - One of the strongest themes from the research is that organisations frequently position product management as an execution capability rather than a strategic commercial function, limiting both its influence and its ability to create value.
Leadership roles fail when organisations cannot define the problem - Businesses often hire senior product leaders without first agreeing on what challenge they actually need solving (or whether there's even a challenge to solve), creating misalignment before the role even begins.
Product leadership should be designed around organisational needs, not trends - Whether hiring a CPO, CPTO or another senior product role, organisations need to understand their specific context rather than simply adopting structures that appear fashionable.
Feature factories remain one of the biggest barriers to growth - Teams can become highly efficient at shipping work without creating measurable business impact, leading to activity without meaningful outcomes and missed opportunities to execute the investors' value creation plan.
The "Land of Lost Toys" affects more organisations than leaders realise - Many companies accumulate partially completed initiatives, abandoned priorities and unfinished experiments that reduce focus and create organisational drag.
Technical debt is ultimately a business problem - Whilst often discussed as an engineering concern, accumulated technical debt reduces confidence, slows execution and directly impacts commercial performance over time.
Commercial fluency is becoming a core product leadership capability - Product leaders increasingly need to understand business economics, value creation and financial performance, rather than focusing exclusively on product process and delivery. This enables them to have conversations that resonate with PE leaders.
AI increases the importance of judgment rather than reducing it - Whilst AI can automate many activities, strategic decision-making, prioritisation and organisational leadership remain fundamentally human responsibilities and, thankfully, humans seem to be coming back into fashion!
Product, sales and customer teams succeed or fail together - Sustainable growth requires strong alignment between teams responsible for building, selling and retaining customers, rather than treating commercial outcomes as somebody else's problem. Everyone should care about NRR.
The biggest organisational problems are often hiding in plain sight - Many of the factors that ultimately constrain growth are visible long before they appear in financial performance. PE firms need to look beyond financial metrics and get product experts in early to catch and mitigate these issues earlier.
... and much more. Check Out the CPO Report You can view the CPO Report and take the Smithfield CPO Readiness Index here: https://cpo.smithfieldsearch.com/ Contact Be If you want to get in touch with Be, go here:
Smithfield Search: https://www.smithfieldsearch.com LinkedIn: https://www.linkedin.com/in/bekalerpilgrimexecsearch/
More from One Knight in Product
On this episode, I speak to Jeff Patton, Chief Troublemaker at Jeff Patton Associates. Jeff is a product management consultant, coach and trainer, and the author of User Story Mapping, a book that has helped product teams around the world think differently about how they build software. We talk about why product management fundamentals are still so difficult to put into practice, how AI can help teams succeed or fail faster, and why understanding what customers actually do remains more important than ever. Episode Highlights We cover a lot, including:
On this episode, I speak to Simonetta Batteiger, a product leadership coach, trainer, speaker and co-organiser of ProductTank Cologne. Simonetta began her career in accounting and finance before moving into product leadership while still maintaining a strong sense of the numbers that the rest of the leadership team really cares about. We explore why product teams can be seen as cost centres rather than sources of business value, how to connect product decisions to meaningful financial outcomes, and why the ability to build more quickly with AI makes sound commercial judgement more important, not less. Episode Highlights We cover a lot, including:
On this episode, I speak to the returning Rich Mironov, longtime product management consultant, product leadership coach, and founder of Mironov Consulting. Rich has spent decades working with product leaders, particularly in complex B2B organisations, and is the author of The Art of Product Management and Money Stories. We explore what the current wave of AI-enabled software development really means for product management: why faster code does not automatically create more revenue, where product judgement becomes more important rather than less, and why the role of product may shift away from delivery management towards deeper discovery, commercial thinking, and go-to-market work. Episode Highlights
On this episode, I speak to Eric Ries, entrepreneur, multiple-time founder and bestselling author of The Lean Startup. Eric has spent years working with founders, leaders and organisations on how companies are built, scaled and governed, and later founded the Long-Term Stock Exchange to explore how businesses can pursue long-term profit and purpose. He's back with his new book, Incorruptible: Why Good Companies Go Bad and How Great Companies Stay Great, just about to celebrate its UK launch. In it, he examines why good companies lose their way, how incentives and governance drive that corruption, and how leaders can build organisations that stay true to their mission as they grow. Episode Highlights We cover a lot, including:
On this episode, I speak to Barry O'Reilly, entrepreneur, executive adviser and author of Lean Enterprise, Unlearn and his latest book, Artificial Organizations. Barry works with senior leaders around the world to improve how their organisations make decisions and perform, and has also spent recent years building and advising AI-enabled companies through Nobody Studios. We discuss what AI changes about leadership when the goal is not simply to produce more output, but to make better decisions. Barry argues that the real opportunity is to use AI to reduce cognitive and administrative load, strengthen judgement, improve organisational context and create more space for thoughtful, high-quality work - without outsourcing the thinking itself. Episode highlights