The Roundabout Show with Tim Courtney

Tim Courtney
  • 5.0 (2)
  • MARKETING

Conversations at the intersection of creators, community, and customer experience. The Roundabout Show explores how community, customer experience, and creator ecosystems drive real-world results. Host Tim Courtney is a community product strategist who helps companies build with their most engaged users. He was the founding Community and Experience lead for LEGO IDEAS, scaling a creator platform from beta to over a million members and $100 million in crowdsourced product revenue from LEGO fans' designs that became real products on store shelves. In each episode, Tim talks with creators, builders, and leaders about what happens when you design for trust, participation, and belonging — and the business outcomes that follow: stronger loyalty, lower acquisition costs, and long-term brand equity. Topics include community product strategy, co-creation programs, creator ecosystems, customer experience, the intersection of AI and human judgment, and people-first growth. Tim works with leadership teams on community product strategy and co-creation programs. If an episode sparks something for your team: tim@roundabout.community Learn more: roundabout.community/show

Episodes

  1. APR 23

    Customer Experience: The operating system for trust and growth with Jeannie Walters | Episode 9

    Customer experience isn't customer service with a bigger budget. It's the operating system. Jeannie Walters has spent two decades proving that to Fortune 500 teams, and her book Experience is Everything codifies the playbook. Tim and Jeannie dig into what happens when CX leaders drive change from the middle of an org chart, why your B2B customers compare you to Uber, and how trust builds or erodes at scale. Key Themes Community is downstream of experience. A strong community doesn't come from marketing. It comes from a product and culture that earn the right to gather people.Scores are indicators, not outcomes. Reporting NPS as an outcome loses executive attention. Tie CX to revenue and cost reduction.Proactive design beats reactive service. Customers have an experience whether you design it or not. Intentional vs. accidental is the difference between trust and churn.The influence job. CX leaders rarely control what needs to change. The work is influence: organizational goals, not feedback scores.Filling the vacuum. When communication stops, customers write their own stories. They're almost always negative. Key Takeaways Your customers compare you to every experience they've had, not just your competitors. Start with a CX mission statement for your team. Results spread by osmosis. Ask executives when they last talked to a customer. The discomfort opens the conversation. Build feedback loops for frontline workers. They see problems before dashboards do. Frustration is anger without control. Design for reassurance and agency at risk points. Trust at scale requires systems: conscience, communication, consistency, credibility. Chapters 02:29 - Origins in the Social Media Era 07:02 - The Story Behind the Book 09:25 - The Influence Problem 14:18 - Customer Service vs. Customer Experience 19:38 - Customer Experience as Innovation 24:41 - Making the Case with Tight Resources 28:47 - Mission Statements That Work 36:12 - Jeannie's Executive Worksheet Trick 41:53 - Building a CX Culture 50:19 - Moments of Truth 53:25 - The CX Case for your CFO 58:10 - The Four Cs of Trust 1:03:59 - Placing Customer Experience on the Org Chart 1:06:32 - Clarity Over Perfection 1:12:08 - Community is Downstream of Experience 1:19:56 - The Future of Customer Experience 1:23:11 - AI and Customer Experience 1:29:08 - Trust in a Cynical World 1:31:17 - Connecting with Jeannie Links Experience is Everything by Jeannie Walters: experienceiseverythingbook.comExperience Investigators: experienceinvestigators.comJeannie Walters on LinkedIn: https://www.linkedin.com/in/jeanniewalters/ About Tim Tim works with leadership teams on community product strategy and co-creation programs. If this episode sparked something for your team: tim@roundabout.community.

    1h 34m

  2. APR 14

    The Creatine OG: From analog to agentic AI with Steve Jennings | Episode 8

    Steve Jennings has been building for four decades. Competitive cyclist turned founder of Maxim (Europe's top sports nutrition brand), then PepsiCo, open innovation, and now Jenerise, a creatine company co-founded with his daughter Rachael. We cover why comfort kills your edge, how endurance sport trained him for entrepreneurship, building consumer community before the internet, and how brands must go all-in to win at open innovation. Steve tells the creatine origin story: a bag of white powder handed to him in a hotel, 47 days to a finished product and gold medals at Barcelona 1992. We close with how he's using agentic AI to de-risk product market fit. Key Themes Discomfort and uncertainty are Steve's operating systems. He doesn't enjoy chaos, but he thrives on it. Endurance sport built him a tolerance most people never develop.Brand communities before the Internet. Maxim built consumer community through cycling clubs and showing up. No platforms. No playbook.Open innovation as DNA, not a campaign. LEGO went all-in with IDEAS.Creatine's second act. Now the focus is cognition, bone health, and longevity. The science caught up with what Roger Harris predicted in 1992.Building with AI at 65. Agentic tools compresses months of research into days. Key Takeaways Product is the catalyst for community. Build something worth talking about.Five pillars of everyday human performance: nutrition, movement, sleep, environment, people.AI compresses time to market. Less capital means stronger negotiating position.It will always be human first. Modern tools augment this thesis rather than supplant it. Chapters 02:39 - The Drive to Keep Building 06:47 - Thriving on Chaos and Uncertainty 10:59 - Cycling as Entrepreneurial Training Ground 19:10 - Regulating as a High-Energy Founder 25:05 - Five Pillars of Everyday Human Performance 32:21 - Building a Consumer Community Before the Internet 39:58 - Product as the Catalyst for Conversations 46:21 - LEGO Ideas and Open Innovation 49:11 - Why Brands Don't Go All In on Community 57:14 - You Have to Invite Customers into the Brand 1:02:14 - The Creatine Origin Story: Barcelona 1992 1:15:21 - Creatine Beyond Sports: Cognition and Longevity 1:19:55 - Building Jenerise with Daughter Rachael 1:25:02 - The Whitespace in the Creatine Market 1:28:04 - Agentic AI for De-Risking Innovation 1:38:20 - It's Always Human First Links - Steve Jennings on LinkedIn - Jenerise - Scientists may keep UK athletes one step ahead - The Untold Story Behind Creatine, and How I Played a Pivotal Role In It Becoming a Global Supplement Phenomenon About Tim Tim works with leadership teams on community product strategy and co-creation programs. If this episode sparked something for your team: tim@roundabout.community

    1h 41m

  3. APR 7

    Your next CMO will build agents, but real strategy can't be prompted with Julie Mossler | Episode 7

    Julie Mossler built the comms function at Groupon through its IPO, ran brand at Waze through the Google acquisition, and has been a four-time CMO across web2.0, crypto, and AI. Now she runs Common Fortune, advising founders on go-to-market and category building. This conversation covers building brands from the inside out, why small cross-functional teams outperform org charts, what AI is doing to marketing roles, and why attention might be the last real moat. Key Themes Culture builds the brand, not the other way around. Groupon's voice came from comedy writers and improv actors. Julie built Groupon's PR prowess on top of that culture, where most comms teams rein in their creatives. Speaking of reins, AI might be automating more and more operations, but it will never know when to put the pony in the freight elevator. Small teams with decision-making authority multiply output. The best ideas aren't limited to roles, titles, silos, or seniority. AI is collapsing junior roles, not eliminating marketing. One hire who builds agents replaces the headcount that used to do copywriting. The CMO of the future builds tools and tells stories. Sycophantic AI tells you your ideas are great. Real strategy can't be prompted. Read the zeitgeist, make bets, and learn from mentors who've honed their skills over decades. Attention is the last moat. Anyone can ship a product or press release; the differentiator is getting people to care and to keep coming back. Key Takeaways Hire for personality and judgment. Scripts can't compete with someone who knows how far to take it.Cross-functional teams surface growth ideas that fall through the cracks of individual job descriptions.Campaigns end. Infrastructure compounds. Invest in briefs and knowledge bases. If you can't critically evaluate AI output about your domain, you don't know your domain well enough.Don't build a Ferrari to drive to the grocery store. There's no point in automating operations for a business without traction.Find a mentor. Strategy is learned through people, not prompts. Chapters 00:00 - Introduction 01:38 - The Collapse and Rebirth of Media 05:14 - Journalists Learning to Vibe Code 06:46 - How Julie Picks Winners 09:20 - Inside Groupon's Editorial Machine 14:07 - Improv Actors in Customer Service 19:38 - The Pony in the Freight Elevator 22:23 - Categories Worth Watching Now 28:46 - Small Cross-Functional Teams and Leveraging Volunteers at Waze 36:52 - Where the Junior Roles Go 40:20 - Strategy Can't Be Prompted 43:33 - Campaigns End, Infrastructure Compounds 48:56 - The Ethics of AI Tool Choices 53:10 - Human Skills Julie is Long On 58:01 - We Shape Our Tools, And Thereafter They Shape Us 1:01:15 - Don't Build a Ferrari to go to the Grocery Store 1:03:10 - Attention Is the Last Moat 1:06:07 - Julie's Novel and Accountability Time 1:09:16 - Limitless Possibility Links Julie Mossler: https://www.linkedin.com/in/juliemossler/Groupon: http://groupon.com/Waze: https://www.waze.com/ About The Host Tim Courtney works with leadership teams on community product strategy and co-creation programs. If this episode sparked something for your team, get in touch: http://roundabout.community.

    1h 11m

  4. MAR 26

    LEGO® IDEAS: How we scaled a fan community-driven product business with Daiva Naldal | Episode 6

    LEGO® IDEAS turned fan creativity into a nine-figure product line. But the hard part wasn't the platform, it was integrating a disruptive innovation engine into an 80-year-old organization without killing the trust with users that made it work. Daiva Naldal led that integration, designing the systems that scaled a Japanese-language experiment into a global business, alongside host Tim Courtney who led Community and Experience for IDEAS between 2011-2018. Tim and Daiva trace the arc from LEGO's near-bankruptcy in the mid-2000s through the first LEGO Minecraft set that hit its vote threshold in 24 hours, and beyond. They share the structural decisions that made scaling possible, and the willingness to walk away from commercial opportunities to protect community trust. The views expressed by the host and guest are their own and do not represent those of any current or former employer. LEGO® is a trademark of the LEGO Group of companies which does not sponsor, authorize or endorse this podcast. Key Takeaways Your most passionate users are leading indicators. Build the infrastructure to hear them.Open innovation isn't a campaign you turn on and off. Treat it that way and you'll only get campaign-level results.Commercial proof creates organizational pull. Match the core business's numbers and resistance turns into demand.Founders need to transition from being the decision system to designing one. That's the bottleneck between startup and scale-up.AI accelerates production. Human foresight and judgement become more valuable, not less. Chapters 0:00 - Show Intro 02:10 - Daiva's LEGO Journey and the New Business Group 04:46 - The Muji Experiment and LEGO Architecture Origins 06:37 - Finding Innovation as a Craft 08:59 - The Wild West of LEGO CUUSOO 15:32 - Minecraft: When Fans Read the Market First 18:39 - Building the First LEGO Minecraft Set 22:27 - LEGO's Near-Bankruptcy and the Return to DNA 26:39 - Making Innovation Relevant to the Organization 28:58 - Closing the Circle: From Fans, For Fans 33:28 - Building Trust at Scale 36:28 - The Participation Promise 39:44 - Capabilities the Organization Gained 43:50 - Open Innovation Beyond LEGO 46:35 - Principles for Early-Stage Founders 53:31 - Scaling Mistakes Founders Make 58:35 - AI, Human Foresight, and What Stays Valuable 1:03:14 - Three Takeaways That Click Links Daiva Naldal: https://DSTN-ventures.comDaiva on LinkedIn: https://www.linkedin.com/in/daiva-staneikaite-naldal/LEGO IDEAS: https://ideas.LEGO.com

    1h 6m

  5. MAR 17

    Situation Design: From pranks and prototypes to products that stick with Danielle Baskin | Episode 5

    Danielle Baskin calls herself a situation designer — someone who creates bounded, episodic experiences that put people in novel interactions. From staging a fake 7-Eleven onigiri launch that generated news coverage, to running BART Basel, a rogue art show that roams subway platforms, Danielle has built a playbook for manufacturing belief, testing ideas in public, and building cult followings without big marketing spend. Danielle and Tim unpack how constraints drive creative output, her methods for validating ideas, and what her voice-based social app Dialup revealed about human connection — including how anonymous phone calls between strangers changed political beliefs. The episode closes with a sharp exchange on AI's effect on cognition, relationships, and professional identity, and Danielle's take on what becomes more valuable when everything can be optimized. Key Themes Business theater as demand generation. Danielle didn't petition 7-Eleven or tweet at their brand account. She built a world where onigiri already existed at 7-Eleven and let people's excitement prove the market. Permission structures and participation. BART Basel's irreverence gave hundreds of people permission to present art, tell stories, and be earnest without the gatekeeping of a gallery or application. The format creates the fans. Constraints as creative engine. No advance notice, no large budgets. Danielle chooses creative constraints that keep her execution flexible. Manufacturing belief and earning it. Danielle's work demonstrates the best satire is uncomfortably believable, and the reaction to it reveals latent demand, desire, or anxiety. Human connection by design. Dialup (90K users, voice-based, anonymous) and Moonlight (interactive tarot platform, thousands of daily users) both create containers for deeper conversation — structured enough to feel safe, open enough to surprise. AI, identity, and the moat of curiosity. Danielle's take: AI is eroding logical reasoning and gut intuition. The moat for creators is staying curious about things with unknown outcomes. Key Takeaways Validate ideas with 2–3 critical friends, not superfans. The Bay Area's supportive culture can "push us to make worse art."Email collaborators the night before, not weeks ahead. It reduces overthinking, preserves optionality, and gets authentic participation.Anonymous connection before debate softens political positions. People adjust beliefs from personal anecdotes, not bullet-point arguments.In the age of AI, diversify your identity. Don't overindex on a career that could be compressed. Develop hobbies, in-person rituals, and creative practices that can't be automated.Danielle's moat: "I don't give up on being curious and experimental." Optimize for what excites you, not what plays well. Links Danielle Baskin: https://daniellebaskin.com, @djbaskin (Twitter, TikTok, Instagram) / @danielle (Bluesky)Moonlight: https://moonlight.worldBlue Check Homes: https://bluecheckhomes.com/Bart Basel: https://bartbasel.org/The Roundabout Show: https://roundabout.community/show

    1h 27m

  6. MAR 10

    Design leadership during hypergrowth at Groupon and Quirky with Steven Walker | Episode 4

    "People who can’t build spend most of their time trying to keep their job." "Give the product to the people who can build it and care most about it." Steven Walker has led design at Groupon and Quirky, some of the fastest growth stories of the web2.0 era. In this conversation we explore what actually makes products succeed under extreme pressure. Great products are rarely the result of process or hierarchy. Rather they emerge from strong teams, tight relationships, and builders empowered to execute their ideas. Throughout the episode, Walker shares a consistent philosophy: the people closest to the work should own it. Designers and builders who can prototype and test ideas outperform organizations built around layers of management and coordination. We also zoom out to larger questions about technology, education, and the role of craft in an AI-driven world. While automation will accelerate many parts of product development, Walker believes the human elements of relationships, community, and hands-on learning will become even more valuable. We Explore * Design Leadership in Hypergrowth - What it means to lead product and design while scaling from scrappy startup to global platform, including hiring and firing fast, and relentlessly protecting team quality. * Builders vs. Managers - Builders who can prototype ideas outperform organizations where managers make the call. * Relationships as Infrastructure - High-performing teams are built on trust and strong relationships, not reporting structures. * Crowdsourcing Innovation - Platforms like Quirky and LEGO Ideas reveal how communities can surface and refine product ideas. * Signal vs. Noise in High Growth Enviroments - The hardest challenge during hypergrowth is filtering valuable insight from massive volumes of input. * Technology, Craft, and the Human Renaissance - As AI automates knowledge work, hands-on skills, education, and human connection become more important. Teaching people to build and understand systems creates deeper understanding than passively consuming technology or content. Chapters 06:15 The Internet: A New Era of Knowledge Transfer 09:01 Groupon and the Rise of Designers who Code 19:00 What Changed After Groupon's IPO 22:09 Great Teams Come From Great Relationships 26:32 Quirky and Crowdsourcing Consumer Products 37:37 Give Ownership to Builders, not Managers 41:56 Wasted Time as a Metric 45:44 AI, Craft, and the Coming Renaissance 51:24 Maintaining Real-World Know-How 53:35 The Foundations of Strong Communities 58:22 Designer Fund: Investing in Desgin-Led Companies 01:04:40 Teaching Kids to Build: The Antidote to Screens Links Steven Walker https://www.linkedin.com/in/walkersteven/ Andrew Mason https://en.wikipedia.org/wiki/Andrew_Mason Charles Adler https://charles-adler.com/ Designer Fund https://designerfund.com Stripe https://stripe.com More episodes: [http://roundabout.community/show

    1h 10m

  7. MAR 4

    From Stranger to Insider: Designing Trust that Compounds with Vera Maslova | Episode 3

    She moved to San Francisco knowing almost no one. Three years later, she’d raised $9M and built one of the strongest operator networks in the city. In this episode, I sit down with Vera Maslova, a partnership and fundraising specialist who moved to the Bay Area without an existing network and built one deliberately. Since arriving, Vera has: • Raised over $9M • Convened dozens of curated founder dinners and small gatherings • Built trusted relationships with CTOs, investors, and operators • Served on nonprofit boards and developed long-term strategic partnerships Years before she moved, Vera built a list of more than 300 people she wanted to meet. When she arrived, she started reaching out. Sometimes she followed up for two years. If someone didn’t explicitly say no, she stayed in motion. Her dinners are curated environments: ten to twelve people, cross-disciplinary, high generosity, low performance. She sets the tone intentionally, inviting ease, curiosity, and depth. We explore: • Why most new relationships fade at the second touchpoint • The difference between the market of attention and the market of trust • Follow-up strategy • Why consistency compounds faster than charisma • How curated rooms outperform large ones • What AI can amplify, and what it cannot replace This conversation looks at trust: how it’s built, how it compounds, and how it becomes durable advantage in an automated, distracted world. If you build products, teams, or ecosystems, the question isn’t visibility. It’s where you are intentionally designing trust. Chapters 02:14 The Importance of Connection 10:19 Building Trust and Professional Relationships 18:57 The Power of Curated Gatherings 21:42 Follow-Up as Strategy 25:15 Consistency as Competitive Advantage 28:05 Tools for Building Relationships 29:23 The Hidden Trust Landscape 30:56 Authenticity in Professional Contexts 33:54 Cultivating Advocacy Through Relationships 36:42 Trust as Compounding Capital 39:41 Navigating Distrust in Society 43:08 Leading by Example 44:33 The Role of Mentorship 47:27 The Courage to Ask for Mentorship 52:11 Designing Memorable Experiences 56:35 When Intelligence Becomes Cheap 57:17 The Nature of Intelligence and AI 01:00:01 AI as Tool, Not Substitute 01:00:48 Listening as Leverage 01:04:22 Fundamentals of Human Connection 01:07:49 Building Relationships in a Digital Age Links Boardy – AI Connection Platform – https://boardy.ai The Culture Map by Erin Meyer – https://www.amazon.com/Culture-Map-Understanding-Global-Workplace/dp/1625276522 How I Built This Podcast by Guy Raz – https://www.npr.org/sections/how-i-built-this/ Gustavo Dudamel – Conductor – https://en.wikipedia.org/wiki/Gustavo_Dudamel Guest Profile LinkedIn – https://www.linkedin.com/in/vera-maslova More episodes: http://roundabout.community/show

    1h 11m

  8. FEB 24

    Joyful Design:
A competitive edge in the age of AI sameness with Himanshu Bharadwaj | Episode 2

    Explore how joy, dignity, and trust are transforming product design, emphasizing emotional connection, long-term thinking, and human-centered innovation. Himanshu Bharadwaj shares insights on integrating cognitive science, spirituality, and sensory experiences to create meaningful, loyal user relationships. Keywords Joyful Design, User Experience, Emotional Design, Product Innovation, Human-Centered Design, AI Impact, Society, Leadership, Emotional Intelligence Topics Joyful Design framework blending cognitive science, behavioral insight, and UX The importance of emotions like joy, love, and trust in product success Measuring joy through physiological signals and mind-body science The impact of AI on product uniqueness and human connection Designing for long-term societal and environmental sustainability Human Decision-Making, Emotion, and Joy Limits of metrics and measurement — “You can measure what you know…” (03:29) Emotions drive all decisions; rational thinking post-justifies (03:44–04:13) Form, function, and feelings as the full stack of design (03:44) Maslow’s hierarchy applied to product design (07:33) Love as product strategy; oxytocin, serotonin, dopamine (10:13) Measuring joy through breathing and heart rate (17:35–18:00) Happy people create happy products (19:38) Mirror neurons and emotional contagion in leadership (25:29–25:52) Words and thoughts as energetic transfer (55:07) AI, Cognition, and the Future of Agency AI creating sameness in products and interfaces (12:43) Kahneman’s System 1 and 2 extended to “System 3” AI co-thinking (12:43–13:46) Loss of human agency through AI overreliance (13:46) AI-driven content saturation and collapsing attention spans (14:12) AI consuming AI; recursive content degradation (30:23–30:34) Cognitive atrophy and memory decline from AI reliance (33:17) Time, Systems, and Organizational Design Short-termism destroying long-term emotional durability (10:38–11:11) Designing perception of time as an experiential lever (14:27) Entrepreneurs grow companies; managers stabilize them (29:01–29:18) Design leadership as designing human beings (50:12) Society, Environment, and Interconnection Technology increasing loneliness and fragmentation (36:16–36:42) Intergenerational knowledge transfer as human design feature (47:14) Diamond vs graphite metaphor for interconnected communities (48:29–48:53) Human-centered architecture and systems thinking (41:23–41:52) Trees → birds → white noise → focus → intelligence systems example (42:06–42:58) Multisensory design; humans have 34 senses (31:09–32:00) Links Maslow's Hierarchy of Needs - https://en.wikipedia.org/wiki/Maslow%27s_hierarchy_of_needs Daniel Kahneman's System 1 and System 2 Thinking - https://en.wikipedia.org/wiki/Thinking,_Fast_and_Slow Design for Dignity Conference Chicago - https://designfordignity.com Guest Profile Website - https://joyful.design LinkedIn - https://www.linkedin.com/in/himanb/ More episodes: http://roundabout.community/show

    59 min

  9. FEB 13

    Imagining safer streets through design, community, and 3Dstreet with Kieran Farr | Episode 1

    Episode 1: Imagining safer streets through design, community, and 3Dstreet with Kieran Farr In this first episode, I'm joined by Kieran Farr, creator of 3Dstreet, a tool that helps everyday people visualize and redesign their streets and public spaces. We discuss: How tools like 3Dstreet give people agency to visualize and remix their streetsWhy design-as-play opens up creativity and new possibilities for civic changeHow neighbors used 3Dstreet to help fix what officials overlooked in making a major San Francisco street safer to bike onThe role of community action in shaping safer, more human-centered cities This episode explores the intersection of civic design, community organizing, urban planning, and participatory tools—and how everyday people can influence the places they live. More episodes and resources: http://roundabout.community/podcast

    39 min
  • 9 Episodes

Ratings & Reviews

5
out of 5
2 Ratings

About

Conversations at the intersection of creators, community, and customer experience. The Roundabout Show explores how community, customer experience, and creator ecosystems drive real-world results. Host Tim Courtney is a community product strategist who helps companies build with their most engaged users. He was the founding Community and Experience lead for LEGO IDEAS, scaling a creator platform from beta to over a million members and $100 million in crowdsourced product revenue from LEGO fans' designs that became real products on store shelves. In each episode, Tim talks with creators, builders, and leaders about what happens when you design for trust, participation, and belonging — and the business outcomes that follow: stronger loyalty, lower acquisition costs, and long-term brand equity. Topics include community product strategy, co-creation programs, creator ecosystems, customer experience, the intersection of AI and human judgment, and people-first growth. Tim works with leadership teams on community product strategy and co-creation programs. If an episode sparks something for your team: tim@roundabout.community Learn more: roundabout.community/show

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