Best CTO Confessions Podcasts (2025)

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Episode 189: Connecting the Dots in Tech Leadership with Aleksandra Gjinovska 48:26

4d ago48:26

48:26

Aleksandra Gjinovska, Head of Technology at IT Labs, sat down with our host TC Gill for our podcast CTO Confessions to share her journey as a woman leading in a male-dominated industry and how mentorship, saying no, and organizational support shape future leaders.Whether you’re scaling teams, mentoring future leaders, or striving to foster inclusiv…

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EP306: Tech Stacks & Roadmaps - An Ecommerce Leader's Playbook, With University of Law Head of Ecommerce, Edward Scott-Finnigan 53:26

3d ago53:26

53:26

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EP305: The Ecommerce Shipping Challenge: Building Resilience Into Your Shipping Strategy, With ShipperHQ COO Quentin Montalto 52:06

13d ago52:06

52:06

Get expert advice on the latest ecommerce shipping trends and how brands need to plan ahead to ensure a consistent quality of customer service. Shipping remains a critical challenge. With fluctuating tariffs, evolving customer expectations, and geopolitical tensions, ecommerce teams face mounting pressure to deliver consistent, high-quality service…

1
Episode 188: Wealth Management Driven by Technology with Naresh Singh 43:55

13d ago43:55

43:55

Naresh Singh, Partner and CTO at Lenox Advisors, sat down with our host TC Gill for our podcast CTO Confessions to discuss how technology is reshaping wealth management from AI-driven data systems to leadership grounded in both technical foresight and servant leadership.Whether you’re navigating financial services, driving transformation through te…

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EP304: Philip Kingsley’s Digital Journey & The Subscription Strategy Powering Its Ecommerce Growth, With Head of Ecommerce Lauren Duncan 45:18

19d ago45:18

45:18

Philip Kingsley had been on an interesting ecommerce journey, having to rapidly digitise its consultation service following COVID and subsequently making subscriptions the cornerstone of its growth strategy. This episode dives into the brand's journey, led by Lauren Duncan, Head of Ecommerce, who shares insights on how they have transformed their b…

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Episode 187: Programmers' Resistance in the Age of AI with Allen Cheung 53:14

20d ago53:14

53:14

Allen Cheung, SVP of Engineering at UJET.cx, sat down with our host TC Gill for our podcast CTO Confessions to explore how AI is reshaping the tech industry and why some programmers resist this transformation.Whether you’re building teams, navigating the shift to AI-powered engineering, or simply looking to embrace growth through change, this conve…

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EP303: Ecommerce Unplugged - An Ecommerce Consultant's View On Five Key Trends Impacting Ecommerce Businesses Today 50:00

26d ago50:00

50:00

Get ecommerce updates & insights: Join 1,900+ ecommerce professional, subscribe to our newsletter on LinkedIn today: https://www.linkedin.com/newsletters/inside-commerce-7126171854813188096/ About this podcast: In this episode, James Gurd and Paul Rogers discuss the current state of the ecommerce industry, focusing on key trends including: Strategi…

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EP302: Confessions of A Customer Intent Expert: Lessons In Experimentation & Why Context In Data Is Everything, With FoundIt! CEO Warren Cowan 47:13

1M ago47:13

47:13

Join our LinkedIn newsletter: https://www.linkedin.com/newsletters/inside-commerce-7126171854813188096/ Podcast summary: In this podcast, Warren Cowan and James Gurd delve into the critical importance of understanding the context of data when making ecommerce decisions. They explore how misinterpreting data can lead to compromised decisions, using …

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Episode 186: Lessons from the Marines and Tech with Bob Hackney 50:29

1M ago50:29

50:29

What can the Marines teach us about leading high-performing tech teams? A lot more than you might think.In this episode, Bob Hackney, CTO at PerfectServe, shares how a mission-first mindset translates from the battlefield to the boardroom, delivering results without sacrificing your people. His “double win” approach is all about achieving objective…

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EP301: Laying The CRM Foundations For A Connected Future: How Vivobarefoot’s MyVivo Project is Transforming Customer Experience 40:07

1M ago40:07

40:07

Subscribe to the Inside Commerce newsletter: https://www.linkedin.com/newsletters/inside-commerce-7126171854813188096/ Episode summary: Imagine walking into a store, stepping onto a scanner, and instantly unlocking a personalised journey that follows you from the shop floor to your phone and beyond. That’s the reality Vivobarefoot is building with …

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Episode 185: Leading at the Intersection of Technology and Finance with Reinaldo Ynchaustegui 53:46

1M ago53:46

53:46

In this episode of CTO Confessions, we sit down with Reinaldo Ynchaustegui, CTO in the asset management space, for an overview of what it really takes to lead in tech. From dissecting how to automate a tech team’s workflow without losing the human touch to exploring the critical role of emotional intelligence in leadership, Reinaldo shares insights…

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EP300: Clicks & Conversions - The Future of Brand & Performance Marketing in Ecommerce 51:59

2M ago51:59

51:59

Follow us on LinkedIn: Subscribe to the bi-weekly newsletter packed with ecommerce news, advice and useful resources. https://www.linkedin.com/newsletters/inside-commerce-7126171854813188096/ Episode summary: In this conversation, James Gurd and Josh Duggan discuss the evolving landscape of ecommerce marketing, focusing on performance and brand mar…

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Episode 184: Do Good Leaders Get to the Top? A Discussion with Wes Bailey 1:03:12

2M ago1:03:12

1:03:12

Can good leadership be taught or does it come down to who you are?In this episode, we sit down with Wes Bailey, Founder at Par Not Far, for a refreshingly honest conversation about leadership, bureaucracy, and why some of today’s sacred practices might need to go.If you’re tired of corporate speak and want something real, this is the episode for yo…

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Episode 183: An AI Give-and-Take with Joel Krooswyk 47:40

2M ago47:40

47:40

How can we separate real innovation from hype? In this episode, Joel Krooswyk, Federal CTO at GitLab, joins TC Gill for a thoughtful deep dive into the evolving role of AI in development, hiring, and leadership. Joel brings 25+ years of experience across private and public sectors and this conversation hits that perfect balance of vision and pragma…

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EP299: SEO For AI Engines - Adapting Your SEO Strategy To Maximise Brand Reach In AI Powered Platforms, With NOVOS MD Sam Hurley 41:50

2M ago41:50

41:50

Follow us on LinkedIn: Subscribe to our bi-weekly ecommerce newsletter:https://www.linkedin.com/company/inside-commerce/ Episode summary: In this conversation, James Gurd, Sam Hurley and Paul Rogers discuss the evolving landscape of SEO in the context of AI engines and LLMs. They explore how AI search is impacting traffic trends, the importance of …

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EP298: The Future Of CMS For Ecommerce: The Evolution of Page Builders, Headless CMS and AI Code Generators with Rotate CTO Jim Tattersall 44:25

2M ago44:25

44:25

Follow us on LinkedIn & subscribe to our bi-weekly ecommerce newsletter:https://www.linkedin.com/company/inside-commerce/Podcast summary:This conversation explores the future of Content Management Systems (CMS) in ecommerce, focusing on the evolution of page builders, the impact of headless CMS, and the integration of Gen AI in content generation.T…

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Episode 182: A CTO's Career Guide: Blending Tech and Business with James Long 1:12:07

2M ago1:12:07

1:12:07

What happens when deep technical knowledge meets real-world domain expertise?In this episode, TC Gill is joined by James Long, CTO at Palomar, to explore what it takes to lead with clarity in a high-stakes environment. From modeling risk to building strong, cross-functional teams, this conversation is packed with practical insights for tech leaders…

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EP297: Ecommerce Vendor Strategy Update H2/25 - Business Leader Interviews For 7 Key Ecommerce Platforms 1:55:08

2M ago1:55:08

1:55:08

Follow us on LinkedIn: https://www.linkedin.com/company/inside-commerce/ Podcast Summary: Stay connected with the leading ecommerce platforms. In this episode, we interview leaders and visionaries from Shopify, BigCommerce, Centra, Commerce Layer, Remarkable Commerce, Scayle Commerce Engine and Shopline for a fireside chat on what’s happening in th…

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Episode 181: Rethinking RTLS: Achieving More with Less Data in the AI Era With Michael Finnegan 43:13

2M ago43:13

43:13

In this episode, we sit down with Michael Finnegan, Chief Technology Officer at Cognosos, to rethink what’s possible with RTLS (Real-Time Location Services) in the AI era.Michael shares how he’s achieving more with less data, offering a fresh perspective on crafting smarter, scalable tech solutions. From reimagining product development to embracing…

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EP296: Adding Intelligence to Your Marketing Mix; Balancing Sales Today With Future Growth & Profit, With DEMA Co-Founder Henrik Hoffman Kraft 51:17

3M ago51:17

51:17

Follow us on LinkedIn: https://www.linkedin.com/company/inside-commerce/ Summary: In this ecommerce podcast, independent consultant James Gurd speaks with Henrik Hovfman-Kraft, founder of DEMA, about the challenges and strategies in ecommerce marketing.They discuss the importance of balancing short-term sales pressures with long-term growth strateg…

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Episode 180: The Secret to Great Customer-Centric Software with Chris Huff 48:31

3M ago48:31

48:31

What makes great software truly customer-centric? In this week’s episode, Chris Huff, former CTO at Rent Group, joins TC Gill to break down the real secret behind building products that actually serve users. Spoiler: it’s not about adding more features.By IT Labs

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Episode 179: From Cinematography to Strategic Marketing with Chris Geiser 43:05

3M ago43:05

43:05

From cinematography to the C-suite? Yes, you read that right. In this episode, TC Gill talks with Chris Geiser, CTO at DCG ONE, about an unconventional leadership journey that blends creativity, marketing, and tech strategy.If you’re into leadership lessons with a personal twist, this one’s for you.By IT Labs

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EP295: How To Build Your Loyalty Strategy - Practical Tips For Delivering Results 45:46

3M ago45:46

45:46

Follow us on LinkedIn: https://www.linkedin.com/company/inside-commerce Summary: In this ecommerce podcast, James & Paul drill into how to build out a loyalty strategy, with examples of brands executing this well. This episode is useful if you have a loyalty program and want to improve it, or are in the process of building out a loyalty strategy. T…

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EP294: How AI Code Generation Will Evolve The Relationship Between Brands & Agencies, with Jim Tattersall & Seth Bindernagel 53:49

3M ago53:49

53:49

Join us on LinkedIn: https://www.linkedin.com/company/inside-commerce Summary: In this podcast, the discussion revolves around the impact of AI on ecommerce teams, particularly focusing on the relationship between technology agencies and their clients. The conversation highlights Seth's experiment of building a website using AI tools without any de…

1
Episode 178: Creating Harmony in a Scaling Company Fueled by Acquisitions with Ed Federici 51:26

3M ago51:26

51:26

What happens when a company grows through acquisitions but wants to keep the startup spirit alive?In this episode, TC Gill sits down with Ed Frederici, CTO at Appfire, to explore how to build harmony in a scaling tech company, without crushing innovation. From preserving entrepreneurial culture to building strong, autonomous teams, this one’s packe…

1
EP293: Avoiding Platform Tribalism - Understanding Adobe's Market Fit & Value For Ecommerce Teams, With Gene Founder Matt Parkinson 54:51

3M ago54:51

54:51

Follow us on LinkedIn: https://www.linkedin.com/company/inside-commerce/ Episode summary: In this episode of the Inside Commerce podcast, Paul Rogers speaks with Matt Parkinson from Gene about the evolution of Magento and Adobe. They explore the dangers of platform tribalism, and discuss the current state of the platform ecosystem, the challenges a…

1
Episode 177: Building End to End Solutions for Health & Wellness Marketing with Oleg Korenfield 56:00

3M ago56:00

56:00

This week, TC Gill is joined by Oleg Korenfeld, CTO at CMI Media Group, to unpack how technology transforms health and wellness marketing. From traditional media to data-driven strategies, Oleg shares insights on building scalable solutions that deliver real campaign value.Expect stories on innovation, strategic tech adoption, and the evolving role…

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EP292: From Soldier to Entrepreneur - The ThruDark Ecommerce Journey, with Founder Louis Tinsley 35:44

3M ago35:44

35:44

Follow us on LinkedIn: https://www.linkedin.com/company/inside-commerce/ Summary: In this episode ecommerce podcast, Paul Rogers speaks with ThruDark founder Louis Tinsley , who shares his unique journey from special forces to ecommerce entrepreneurship. Louis discusses the challenges and successes of building a brand in the outdoor industry, the i…

1
Episode 176: Why Purpose Beats Features: Designing for Outcomes with Drew Morrell 45:06

3M ago45:06

45:06

What makes great tech solutions truly effective? It’s not features, it’s outcomes. In this episode, TC Gill speaks with Drew Morrell, Head of Engineering at Workiva, about why user-centered design, agile thinking, and purposeful product development matter more than feature counts.Tune in for insights that cut through the noise and get to the core o…

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EP291: Transforming Shopping Receipts Into Opportunities for Engagement, Loyalty and Post Purchase CX, with Slip Founder Tash Grossman 40:34

4M ago40:34

40:34

In this ecommerce podcast, Tash Grossman, founder and CEO of Slip, discusses the transformation of shopping receipts into valuable engagement tools for retailers. She shares her journey from management consulting to founding Slip, emphasising the importance of learning from mistakes and the challenges of integrating technology in retail. Tash highl…

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EP290: Shopify Editions Unpacked - How The Latest Product Release Benefits Merchants, With Senior Solutions Engineer Ben Homer 47:25

4M ago47:25

47:25

Inside Commerce is the first podcast to talk you through what the latest Shopify release means for ecommerce stores. James discusses the relevance of key new features and upgrades with Ben Homer, Senior Solutions Engineer, pulling apart the benefits and implications for merchants. Shopify Editions always attracts lots of attention. Following an emb…

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EP289: Mastering The Upper Funnel - Measuring & Monetising Your Investment In Nurturing Customers, with Geeta Randev 45:04

4M ago45:04

45:04

Follow us on LinkedIn: https://www.linkedin.com/company/inside-commerce Summary: Why do brands invest in the upper funnel? In this podcast, digital marketing strategist Geeta Randev discusses the evolving landscape of digital marketing, emphasising the importance of investing in upper funnel marketing to build brand awareness and customer loyalty. …

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EP288: What BigCommerce's 2025 Summit Reveals About Its GTM Strategy & Roadmap Focus, with Partner Advisory Board Members 5874 & GPMD 50:31

4M ago50:31

50:31

Summary: In this ecommerce podcast, James Gurd discusses the recent BigCommerce Partner Summit with agency leaders Rupert Cross and Mark Slocock. They explore BigCommerce's market positioning, particularly in the B2B space, and share insights from the Partner Advisory Board. The conversation delves into the challenges and areas for improvement for …

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EP287: How Noble Panacea Successfully Launched Ecommerce in China, with Global Digital Director Will Lockie 45:04

5M ago45:04

45:04

Follow us on LinkedIn:https://www.linkedin.com/company/inside-commerce/Video summary:In this ecommerce podcast, experienced ecommerce consultant James Gurd and Global Digital Director Will Lockie discuss the intricacies of expanding ecommerce brands into the Chinese market. They explore the unique dynamics of the Chinese consumer, the importance of…

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Episode 175: Growing as a Leader by Taking Calculated Risks with Eric Levin 55:42

5M ago55:42

55:42

In this episode, Eric Levin shares his journey to becoming CTO and how taking calculated risks shaped his leadership style, one that's purpose-driven and people-focused.Key takeaways:- Why calculated risks are essential for growth- How transparency can strengthen team dynamics- Why embracing hard, boring tasks matters for leadershipTune in for an h…

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EP286: How To Scale An Ecommerce Business Using Marketplaces, With Furniture Box Co-founder Dan Beckles 44:16

5M ago44:16

44:16

Follow us on LinkedIn:https://www.linkedin.com/company/inside-commerce/Video summary:In this episode of the Inside Commerce podcast, James Gurd interviews Dan Beckles, co-founder of Furniture Box, discussing the growth strategies in marketplace commerce. They explore the journey of starting a furniture business, the challenges faced in the industry…

1
Episode 174: The Power of Technology & AI with Joe Hsy 45:39

5M ago45:39

45:39

In this episode, Joe Hsy shares his approach to leading with innovation while balancing the benefits and risks of emerging tech—especially AI and data privacy. From scaling teams without micromanaging to aligning technology with real business value, Joe offers thoughtful insights for every tech leader.Key takeaways:- Ethical use of data and buildin…

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EP285: The Future of Order Orchestration & Integrations for Ecommerce, With Kelly Goetsch, COO at Pipe17 and Chairman of the MACH Alliance 34:49

5M ago34:49

34:49

FOLLOW US: LinkedIn: https://www.linkedin.com/company/inside-commerce/ ABOUT THIS EPISODE: In this ecommerce podcast, Kelly Goetsch discusses his transition from Commercetools to Pipe17 and the company's mission to revolutionise order management in ecommerce. The podcast highlights the challenges of traditional systems and how Pipe17's network-base…

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EP284: Osprey London's Head of Ecommerce & Marketing On Why Centra + Storyblok + Depict + Ingrid Is The Right Toolkit To Deliver Ecommerce Growth 35:05

5M ago35:05

35:05

FOLLOW US: LinkedIn: https://www.linkedin.com/company/inside-commerce/ ABOUT THIS EPISODE: In this episode of the Inside Commerce podcast, Paul Rogers speaks with Lana Rush and Ben Jones from Osprey London about their recent replatforming project to Centra. They discuss the challenges faced with Magento, the rationale behind the transition, and the…

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EP283: Digital Revolution - How VIU Eyewear Rebuilt Its Ecommerce Stack To Improve CX Through Smarter Automation & Connectivity, With CTO Elian Kool 45:19

6M ago45:19

45:19

FOLLOW US: LinkedIn: https://www.linkedin.com/company/inside-commerce/ ABOUT THIS EPISODE: In this ecommerce podcast, James Gurd speaks with Elian Kool, CTO of VUI Eyeware, about their digital transformation journey in the eyewear industry. They discuss the challenges of consolidating technology and processes, the importance of a phased approach to…

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Episode 173: Systematizing Chaos - The CTO’s Playbook with Rob Molchon 48:38

6M ago48:38

48:38

How do tech leaders build scalable, sustainable systems without descending into chaos? Rob Molchon, CTO of Vestwell, shares his insights on structuring order in fast-moving tech environments. We also take a quick trip down memory lane to see just how far tech has come.Key takeaways from the podcast are: – Clear ownership ensures tasks get done with…

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EP282: Is Organic SEO Getting Harder? Google's SGE, Protecting Brand Search & Strategic Considerations for Ecommerce Teams, With Audits.com Founder Carl Hendy 35:20

6M ago35:20

35:20

FOLLOW US: LinkedIn: https://www.linkedin.com/company/inside-commerce/ ABOUT THIS EPISODE: In this ecommerce podcast, James Gurd and Carl Hendy discuss the evolving landscape of organic SEO, particularly in the context of ecommerce. Carl is a well respected voice in the ecommerce and SEO industry, having delivered SEO audits and strategies for some…

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Episode 172: Bridging the Gap Between Practical Engineering and Academia with Guy Yachdav 43:51

6M ago43:51

43:51

The tech sector can be highly specialized, especially for leaders in biotechnology. In this episode of CTO Confessions, host TC Gill chats with Guy Yachdav, Senior Director at Immunai. Tune in for insights into his leadership journey.Key takeaways from the podcast are: - Academia and tech intersect in exciting ways, like using machine learning to p…

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EP281: How To Create A Coherent Content Strategy & Write Copy That Delivers Results, With Alice Brown 47:35

6M ago47:35

47:35

FOLLOW US: LinkedIn: https://www.linkedin.com/company/inside-commerce/ ABOUT THIS EPISODE: In this podcast, James Gurd and Alice Brown, founder of Seventh Wave Stories, delve into the intricacies of creating a coherent content strategy that resonates with audiences. They explore Alice's journey from surf coaching to becoming a messaging strategist,…

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Episode 171: Servant Tech Leadership in the Realm of Collectors with Dan Van Tran 51:54

6M ago51:54

51:54

In this episode of CTO Confessions, Dan Van Tran shares how AI and tech power the authentication of collectibles, from cards to video games. We explore AI-driven pricing, scaling tech teams, and servant leadership in a unique industry.Key takeaways:- AI’s role in authenticating and valuing collectibles- Why emotions matter in price estimation- The …

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EP280: The AI Workspace For Product Catalogues - How Emfas Automates Quality Improvements & Solves Data Challenges 36:25

6M ago36:25

36:25

James Gurd and Paul Rogers discuss the challenges of product data quality in ecommerce with Vidar Trojenborg, co-founder of Emfas. Vidar has a lot of experience building ecommerce tech stacks to improve and manage product data, having previously held the role of Head of Data & Technology at ASKET. In the po dcast, we explore how AI can automate pro…

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Episode 170: The Intersection of Emotion and Technology with Armen Berjikly 58:25

6M ago58:25

58:25

In this episode, we explore how emotions and technology work together to support employee growth. Tune in for a thoughtful discussion on what happens when technology meets emotions within the context of an organization.Key takeaways from the podcast are:- Aligning executive vision with employee execution fosters a unified direction.- Unstructured c…

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EP279: Zelph: The End-to-End Marketplace & Dropshipping Solution For Ecommerce Spun Out of Kick Game’s £50m+ Business 43:41

7M ago43:41

43:41

LISTEN: Apple Podcasts: https://podcasts.apple.com/gb/podcast/re-platform-replatforming-podcast/id1488091548 Spotify: https://open.spotify.com/show/25sR2mHAFdsVmrZoHMibzZ Amazon: https://music.amazon.co.uk/podcasts/6b90a9bb-1554-4d79-849f-066f6139346b/re-platform---ecommerce-cx-and-technology-podcast FOLLOW US: LinkedIn: https://www.linkedin.com/co…

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EP278: Optimising Ecommerce Returns & Exchanges, with Oh Polly Customer Journey Manager Emily Mcmorran & Loop's Senior Product Marketing Manager Samir Kamnani 45:44

7M ago45:44

45:44

FOLLOW US: LinkedIn: https://www.linkedin.com/company/inside-commerce/ ABOUT THIS EPISODE: In this episode of the Inside Commerce podcast, James & Paul host a discussion with Emily Mcmorran, Customer Journey Manager for Oh Polly, and Samir Kamnani, Senior Product Manager at Loop, about the evolving landscape of return strategies in ecommerce. They …

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Episode 169: Designing Culture with Data at the Core with Matt Culver & Nomaan Ahmed 59:27

7M ago59:27

59:27

In this episode of CTO Confessions, TC Gill talks with engineering leaders Matt Culver & Nomaan Ahmed from Super.com about how data-driven decision-making shapes both engineering and company culture. They explore the role of data in leadership, team dynamics, and fostering a strong workplace culture.Key Takeaways:- Measuring the right things, even …

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