In this episode of The Product Experience, host Randy Silver sits down with product veteran John Cutler to explore why creating great products remains one of the hardest things organisations do. They dive into why so many companies adopt off‑the‑shelf models (“Spotify”, “SAFe”, etc) and still struggle, and how the secret often lies not in what you build but how you build it—specifically the game you design for how you work.

Chapters
00:00 — The stigma around “how you work”
00:54 — Introducing John Cutler (again)
01:25 — What John’s building at Dotwork
02:46 — From fun to formal: doing discovery at scale
04:04 — Why process became a bad word
05:10 — The “cavalier PM” mindset
06:28 — Empowered teams vs. harsh realities
08:00 — What great pockets of practice have in common
09:03 — Managing up vs. doing the right thing
10:24 — Playing the game vs. designing the game
11:20 — What makes a great internal game
12:33 — Defining success: thriving, surviving, progressing
13:46 — Environmental design: why leaders hesitate
15:10 — Making intentional design less intimidating
16:42 — Tools, rituals, and the power of checkpoints
18:23 — The behaviour design playbook
20:41 — Removing blockers: access, repetition, reflection

We’re taking Community Questions for The Product Experience podcast.
Got a burning product question for Lily, Randy, or an upcoming guest? Submit it here.

Our Hosts
Lily Smith enjoys working as a consultant product manager with early-stage and growing startups and as a mentor to other product managers. She’s currently Chief Product Officer at BBC Maestro, and has spent 13 years in the tech industry working with startups in the SaaS and mobile space. She’s worked on a diverse range of products – leading the product teams through discovery, prototyping, testing and delivery. Lily also founded ProductTank Bristol and runs ProductCamp in Bristol and Bath.

Randy Silver is a Leadership & Product Coach and Consultant. He gets teams unstuck, helping you to supercharge your results. Randy's held interim CPO and Leadership roles at scale-ups and SMEs, advised start-ups, and been Head of Product at HSBC and Sainsbury’s. He participated in Silicon Valley Product Group’s Coaching the Coaches forum, and speaks frequently at conferences and events. You can join one of communities he runs for CPOs (CPO Circles), Product Managers (Product In the {A}ether) and Product Coaches. He’s the author of What Do We Do Now? A...

In this episode, Nina Olding, Staff Product Manager at Weights & Biases and formerly at Google DeepMind, working on trust and compliance for AI, joins Randy to explore the UX challenges of AI‑driven features. As AI becomes increasingly woven into digital products, the traditional UX cues and trust‑signals that users rely on are changing. Nina introduces her framework of the three “A’s” for AI UX: Awareness, Agency, and Assurance, and explains how product teams can build this into their AI‑enabled products without launching a massive transformation programme.

Key Takeaways
— As AI features proliferate, the UX challenge is less about the technology and more about how users perceive, understand and trust the interactions.
— Trust is based on three foundational dimensions for AI‑enabled products: Awareness, Agency, Assurance.
— Awareness: Make it clear when AI is involved (and when it isn’t). Invisible AI = risk of misunderstanding. Magical AI without context = disorientation.
— Agency: Give users control, or at least the option to opt‑out, define boundaries, choose defaults vs advanced settings.
— Assurance: Because AI can be non‑deterministic, you must design for confidence—indicators of reliability, transparency about limitations, ability to question or override outputs.

Chapters
00:00 – Intro: Why AI products are failing on trust
00:47 – Nina Old’s journey from Google DeepMind to Weights & Biases
03:20 – The UX of AI: It's not just a chat window
04:08 – Introducing the Three A’s framework: Awareness, Agency, Assurance
08:30 – Designing for Awareness: Visibility and user signals
14:40 – Agency: Giving users control and escape hatches
21:30 – Assurance: Transparency, confidence indicators, and humility
28:05 – Three key questions to assess AI UX
30:50 – The product case for trust: Compliance, loyalty, and retention
33:00 – Final thoughts: Building the trust muscle

Featured Links: Follow Nina on LinkedIn | Weights & Biases | Check out Nina's 'The hidden UX of AI' slides from Industry Conference Cleveland 2025

We’re taking Community Questions for The Product Experience podcast.
Got a burning product question for Lily, Randy, or an upcoming guest? Submit it here.

Our Hosts
Lily Smith enjoys working as a consultant product manager with early-stage and growing startups and as a mentor to other product managers. She’s currently Chief Product Officer at BBC Maestro, and has spent 13 years in the tech industry working with startups in the SaaS and mobile space. She’s worked on a diverse range of products – leading the product teams through discovery, prototyping, testing and delivery. Lily also founded ProductTank Bristol and runs ProductCamp in Bristol and Bath.

Randy Silver is a Leadership & Product Coach and Consultant. He gets teams unstuck, helping you to supercharge your results. Randy's held interim CPO and Leadership roles at scale-ups and SMEs, advised start-ups, and been Head of Product at HSBC and Sainsbury’s. He participated in Silicon Valley Product Group’s Coaching the Coaches forum, and speaks frequently at conferences and events. You can join one of communities he runs for CPOs (CPO Circles), Product Managers (Product In the {A}ether) and Product Coaches. He’s the author of What Do We Do Now? A...

In this episode of The Product Experience, Lily Smith speaks with Vidya Dinamani, product veteran, coach, and Co-founder of Product Rebels, about how to tell if your team is truly product-led or just paying lip service. With over a decade of experience coaching hundreds of teams, Vidya shares her insights into the critical elements of product maturity, the most overlooked barriers to effective product work, and how Product Rebels' diagnostic framework is helping companies move from chaos to clarity.

Chapters
00:00 – The customer conversation gap
01:28 – Meet Vidya Dinamani and Product Rebels
03:35 – Why they built a diagnostic, not an assessment
04:45 – Mindsets, competencies, and the missing piece: resources
06:28 – AI readiness: the new fourth pillar
07:40 – What it really means to be product-led
09:59 – How teams are using the diagnostic
13:10 – Breaking down the four pillars
16:01 – Why access to customers remains a key obstacle
17:38 – Patterns, or lack thereof, in product maturity
20:26 – AI readiness in context
23:59 – A case study: product maturity at scale
27:52 – Final thoughts on assessment vs naming

What we learned from Vidya

• Most product teams lack customer access: 70–80% of PMs Product Rebels encounter say they’ve never spoken to a customer.
• Being product-led requires more than intent: It demands mindset, core competencies, supportive resources—and now AI readiness.
• Diagnostic, not assessment: Their tool isn’t about performance reviews; it’s a heat map that reveals where to begin your transformation.
• AI is not a bolt-on: AI readiness is most effective when integrated into the broader product maturity conversation, not treated as a silo.
• Start with one thing: Rather than trying to become product-led across the board, identify a single focus area and build momentum from there.
• Internal PMs need customer framing too: Even teams building internal platforms need customer advocacy and insight.

Featured Links: Follow Vidya on LinkedIn | Product Rebels

We’re taking Community Questions for The Product Experience podcast.
Got a burning product question for Lily, Randy, or an upcoming guest? Submit it here.

Our Hosts
Lily Smith enjoys working as a consultant product manager with early-stage and growing startups and as a mentor to other product managers. She’s currently Chief Product Officer at BBC Maestro, and has spent 13 years in the tech industry working with startups in the SaaS and mobile space. She’s worked on a diverse range of products – leading the product teams through discovery, prototyping, testing and delivery. Lily also founded ProductTank Bristol and runs ProductCamp in Bristol and Bath.

Randy Silver is a Leadership & Product Coach and Consultant. He gets teams unstuck, helping you to supercharge your results. Randy's held interim CPO and Leadership roles at scale-ups and SMEs, advised start-ups, and been Head of Product at HSBC and Sainsbury’s. He participated in Silicon Valley Product Group’s Coaching the Coaches forum, and speaks frequently at conferences and events. You can join one of communities he runs for CPOs (CPO Circles), Product Managers (Product In the {A}ether) and Product Coaches. He’s the author of What Do We Do Now? A...