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Quests, token leaderboards, and a skills marketplace: the elite AI adoption playbook | John Kim

John Kim is the co-founder and CEO of Delight.ai, a customer experience platform that’s transforming how companies deploy AI. But what makes John’s story fascinating isn’t just his product; it’s how he’s turned his entire company into an AI-native organization. His marketing team built a fully functional e-commerce swag store with Stripe integration in days. His sales team built their own CRM tools. His recruiting team automated their entire workflow. And it’s all tracked, measured, and celebrated through an internal platform called Automators. *What you’ll learn:* 1. How Sendbird’s marketing team built a fully functional swag store with Stripe integration in a day (with no engineering support) 2. How the Automators platform works—an internal marketplace where anyone can request AI tools and engineers (or AI agents) can build them 3. How to create secure, compliant templates so non-technical teams can ship to production safely 4. How Sendbird built a token usage dashboard with five tiers (beginner through AI God) and why tracking the smoothness of the curve matters more than the total 5. Why visible leadership usage is the most powerful adoption signal 6. Why Sendbird rewrote job descriptions to prioritize curiosity, agency, and energy over years of experience 7. How John uses AI for his own learning *Brought to you by:* WorkOS—Make your app enterprise-ready today: https://workos.com?utm_source=lennys_howiai&utm_medium=podcast&utm_campaign=q22025 ThoughtSpot—Build AI-powered analytics into your product: https://go.thoughtspot.com/howIAI *In this episode, we cover:* (00:00) Introduction to John Kim (02:45) The Delight.ai swag store built by marketing in two days (05:51) The before times: when fun had to earn its place on the roadmap (07:55) Demo: The Automators platform and quest system (13:47) The AI Engineer for Internal Operations role (16:06) Demo: The company-wide skills marketplace (17:19) Treating AI adoption as a product (18:43) Real wins: team-level and campaign examples (21:51) Why SaaS isn’t dead—it’s being rebuilt internally (23:46) Demo: The token tracking dashboard (26:32) Measuring without fear: setting expectations, not punishments (28:54) Quick recap (30:51) Personal AI use cases: endless knowledge at your fingertips (36:15) Lightning round and final thoughts *Tools referenced:* • Claude Code: https://claude.ai/code • Codex (OpenAI): https://openai.com/codex • Obsidian: https://obsidian.md • GitHub: https://github.com • Stripe: https://stripe.com *Other references:* • Jason Levin (CEO of Memelord) on How I AI: https://www.lennysnewsletter.com/p/from-a-690-newsletter-to-3m-api-how • Konami Code: https://en.wikipedia.org/wiki/Konami_Code • Andrew Huberman’s podcast: https://hubermanlab.com/ • Y Combinator: https://www.ycombinator.com/ *Where to find John Kim:* X: https://x.com/doshkim Instagram: https://instagram.com/dosh LinkedIn: https://www.linkedin.com/in/doshkim/ Company: https://delight.ai Delight.ai Spark Conference (May 7, SF): https://delight.ai/spark *Where to find Claire Vo:* ChatPRD: https://www.chatprd.ai/ Website: https://clairevo.com/ LinkedIn: https://www.linkedin.com/in/clairevo/ X: https://x.com/clairevo _Production and marketing by https://penname.co/._ _For inquiries about sponsoring the podcast, email jordan@penname.co._

John KimguestClaire Vohost
May 6, 202642mWatch on YouTube ↗

CHAPTERS

  1. John Kim’s AI-first ambition: AI as part of the workforce

    Claire Vo frames the episode around treating AI adoption like a product, not a policy. John Kim explains Sendbird’s goal: making AI a true workforce partner by empowering every function—not just engineering—with tools, access, and enablement.

  2. Marketing builds a full swag store in 1–2 days (with payments and Easter eggs)

    John demos a marketing-built Delight.ai swag store (“Big Ass Energy”) created without engineering support. The example showcases what happens when non-technical teams can ship real, production-quality experiences fast—including Stripe integration and playful details.

  3. Why “fun” used to lose: the old roadmap and prioritization bottleneck

    Claire and John contrast today’s build velocity with the “before times,” when marketing ideas competed for scarce engineering cycles. They argue AI makes fun, creativity, and experimentation cheap enough to prioritize—and that changes culture and customer experience quality.

  4. The Automators platform: internal quests as a marketplace for builders and needs

    John introduces the Automators platform, where any employee can create a “quest” describing an automation or tool they need. Other employees (or AI agents) can pick up quests, collaborate, and deliver reusable workflows/skills—creating a lightweight internal build marketplace.

  5. Quest mechanics that drive adoption: feedback loops, rewards, and visibility

    The quest system is gamified to keep momentum: contributors earn experience points and rewards, and teams demo wins in weekly company standups. John emphasizes the fast feedback loop (real internal users) and the motivational “dopamine hit” from shipping useful tools.

  6. AI builds alongside humans: from specs to PRDs to code

    John explains a new layer: quests can be handed to AI to generate PRDs and start implementation. This positions AI agents as additional “builders” that help deliver internal automation faster while humans guide, review, and iterate.

  7. Safe-by-default shipping: guides, templates, and pre-vetted infrastructure

    To prevent insecure one-off deployments, Sendbird provides internal docs, Git/GitHub guidance, and an application template with authentication, environments, and compliance baked in. This creates a secure ‘happy path’ so any function can build and ship inside guardrails.

  8. The ‘AI Engineer for Internal Operations’ and the cross-functional task force

    John describes a dedicated role/team responsible for accelerating AI transformation, reporting to him and the chief of staff. The group partners with CTO/engineering and InfoSec and meets regularly to unblock compliance, logging, and tooling decisions—removing friction for the rest of the company.

  9. Company-wide skills marketplace: turning expertise into reusable plugins

    John demos a marketplace where employees publish ‘skills’ and ‘plugins’ (collections of skills) by function—sales, recruiting, design, etc. The goal is reuse and co-evolution: avoid teams rebuilding the same capability in silos and encode institutional knowledge into shareable components.

  10. Driving real adoption: curiosity, champions, and some top-down pressure

    John shares that adoption required both organic pull (curious people exploring) and executive push (leaders setting expectations). Managers even have direct conversations with low-usage employees to understand blockers—positioned as support, not punishment.

  11. Real wins in practice: marketing’s internal ‘mini-SaaS’ and the Buzz Board campaign tool

    John highlights concrete outcomes: marketing built a full internal portal of tools (planning, ABM, competitor review) and a ‘Buzz Board’ for campaign creation and social sharing. Teams can generate posts (e.g., billboard campaign assets), track engagement, and run daily workflows without buying or waiting for external software.

  12. “SaaS isn’t dead”: internal rebuilds and the renaissance of internal tools

    Claire and John argue SaaS isn’t disappearing, but many teams will increasingly build bespoke internal software first—optimized for their workflow and culture. John notes internal tools are newly exciting because AI makes them faster, better designed, and less resource-starved than in the past.

  13. Token tracking dashboard and leaderboards: measuring adoption without shame

    John demos a company-wide token dashboard tracking usage by model (Claude Code vs Codex), team, and individual—plus a tiered leaderboard from beginner to ‘AI god.’ They explicitly avoid tying this to performance reviews; the dashboard is used to set expectations, tailor enablement, and monitor overall adoption health (including ‘smoothing the curve’ with autonomous AI work).

  14. Personal AI workflows: the ‘Gardener’ for notes + building a personal learning hub

    John shares personal use cases: an open-source ‘Gardener’ that enriches and organizes markdown knowledge bases (Obsidian/Logseq style), and AI-generated learning maps for topics like neuroscience. Claire emphasizes how AI can deepen learning by reshaping information into custom, navigable structures.

  15. Lightning round: how to get a company to do this + leadership signaling and mindset

    John’s advice: find internal champions with curiosity and agency, spotlight their wins, and encourage ‘fail forward’ iteration. He underscores leadership modeling (top token consumers are senior leaders) and maintaining a cooperative stance with AI tools—building long-term habits and energy around building.

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