The A to Z of AI

#12: Lockton

Preet Gill, EVP at Lockton and head of the firm's global technology practice, joins Anthony Thomas and Zac Henderson to discuss how the world's largest privately held insurance brokerage is embedding AI across both client-facing and internal operations. The conversation covers Lockton's structured approach to AI adoption, from a formal governance group to day-to-day workflow automation, and how being independent and privately held gives them room to move faster than legacy competitors. The episode takes a sharp turn into territory rarely covered on the show: what AI means for insurability itself. Drawing on his work building coverage frameworks for autonomous vehicles and cyber risk, Preet makes the case that AI liability is on the same trajectory as cyber insurance and will become its own distinct coverage category, underwritten around performance rather than failure. Key Takeaways: * Lockton runs two parallel AI tracks: an external client advisory hub and an internal associate productivity hub * AI analyzing existing data and documents is more reliable than generative tasks; hallucinations drop when the model is given structured, task-specific data * A proposal and presentation builder tool is saving Lockton teams 1 to 2 hours per week, with formal measurement now in place * Team roles are shifting from producing raw content to interpreting outputs, challenging AI results, and applying judgment * Governance investment should come early, particularly in regulated industries; data usage policies and acceptable-use guidelines need to precede broad deployment * AI liability insurance will follow the same path as cyber: starting as a clause inside general liability, then becoming its own underwriting category as claims precedent builds * The key risk in algorithmic decision-making is underperformance, not outright failure, which requires fundamentally different coverage design About the Podcast The A to Z of AI is hosted by Anthony Thomas and Zac Henderson and powered by The Suite. The show explores real-world AI use cases across industries, focusing on practical workflows, tools, and lessons learned from operators using AI in their daily work.

#11: Ironclad

In this episode, Anthony Thomas and Zac Henderson are joined by Jasmine Singh, General Counsel at Ironclad, the leading contract lifecycle management platform. Jasmine shares how her legal team is using AI across contract review, compliance analysis, employment law workflows, and team management, while maintaining the governance structures necessary to do it responsibly at scale. The conversation gets at something most AI discussions in legal avoid: the tension between a lawyer's instinct to minimize risk and the organizational cost of being the source of friction. Jasmine's approach flips that framing, using the duty of competence as the argument for adoption, not against it. Key Takeaways: * A tiered governance model (some tools freely, some with enterprise controls, some off-limits) is more effective than blanket AI restriction * Legal ops must be involved for AI to scale beyond individual use, playbooks, prompts, and frameworks require active management * Ironclad's Jurist generates surgical, playbook-driven redlines that mirror how humans actually negotiate, preserving goodwill with counterparties * AI frees lawyers from reactive, volume-driven work and creates space for more strategic, business-aligned legal advice * Success metrics worth tracking: minutes saved per contract, deal cycle time, legal ticket deflection, and team AI usage rates * For lawyers who have never used AI, start with summarization and synthesis on a document already in front of you About the Podcast The A to Z of AI is hosted by Anthony Thomas and Zac Henderson and powered by The Suite. The show explores real-world AI use cases across industries, focusing on practical workflows, tools, and lessons learned from operators using AI in their daily work.

#10: Campfire

In this episode, Anthony Thomas and Zac Henderson are joined by John Glasgow, the CEO and CFO of Campfire. John shares how AI has changed both his own workflow and the way Campfire operates as a company, from finance and forecasting to internal tooling and team adoption. What stands out is not just the speed, but the shift from AI as a prompt-based helper to AI as a more autonomous teammate that can review work, surface insights, and deliver first drafts across the business. The conversation also highlights an important distinction for finance teams: AI does not replace rigor. John explains how Campfire reduces hallucination risk, where human review still matters, and why strong judgment is becoming more important, not less. The result is a practical look at how a fast-growing company is using AI to increase leverage, improve output, and push every function to become more systems- and AI-forward. Key Takeaways * Campfire treats AI as a teammate, not just a tool * AI helps finance teams move faster, but human review still matters * Claude, Co-work, and agent workflows are creating real internal leverage * Teams are building custom apps and workflows for their own needs * Campfire prioritizes AI adoption and learning over short-term cost concerns * The real shift is from pulling data manually to acting on insights faster About the Podcast The A to Z of AI is hosted by Anthony Thomas and Zac Henderson and powered by The Suite. The show explores real-world AI use cases across industries, focusing on practical workflows, tools, and lessons learned from operators using AI in their daily work.

#9: Season Two Starts Here: Reflections, What's Working, and What's Not

Season two opens with Anthony Thomas and Zac Henderson reflecting on what stood out most from their first season of conversations. Rather than focusing on hype, they revisit what guests actually showed in practice: AI is helping people do better work, free up time, and create more space for thinking, collaboration, and family life. The episode also serves as a reset on what is actually working right now. Anthony and Zac compare how they use tools like ChatGPT, Claude, Gemini, NotebookLM, Perplexity, and agent-based systems in their own work, while also acknowledging the frustrations that come with today’s tools, from hallucinations to clunky workflows and rising usage costs. Key Takeaways * Season one showed that AI is helping people create more human time, not less * Simple, thoughtful use cases often create more value than complex AI setups * Anthony and Zac now use different models for different strengths, from thought partnership to execution and research * NotebookLM remains one of the most practical tools for organizing and querying large sets of information * AI can create real leverage, but issues like hallucinations, poor outputs, and tool costs still require careful oversight * Their recommendation for listeners is simple: try one practical tool this week and build from there, rather than waiting to become an expert About the Podcast The A to Z of AI is hosted by Anthony Thomas and Zac Henderson and powered by The Suite. The show explores real-world AI use cases across industries, focusing on practical workflows, tools, and lessons learned from operators using AI in their daily work.

#8: UpLevel Ops

In the season finale, Anthony Thomas and Zac Henderson are joined by Stephanie Corey of UpLevel Ops to explore practical, high-impact AI use cases for legal operations. Steph explains how AI has fundamentally changed how her team works, helping them stay organized, capture institutional knowledge, and support more client work without adding headcount. The conversation stays grounded in operational reality: start small, solve annoying repetitive problems first, and use AI to clear space for more strategic work. Rather than replacing legal judgment, Steph shows how bots, note takers, and structured workflows can reduce administrative burden and make legal teams faster, smarter, and more responsive. Key Takeaways * AI helped UpLevel Ops scale work without adding headcount * Note takers and bots improve knowledge capture and retrieval * Start with small, high-friction tasks * Bots can automate intake and reduce routine legal work * Pilot programs with clear metrics drive adoption * Custom writing assistants are a strong starting point * Steph also shared three custom GPTs: UpLevel Your Gift Giving Assistant for personalized gift ideas, Wanderlust Travel Guide for itinerary planning, and Master Chef for turning fridge or pantry ingredients into recipes. UpLevel Your Gift Giving Assistant: https://chatgpt.com/g/g-673a67deb2d88191a40a3ef4b9e2256f-uplevel-your-gift-giving-assistant Wanderlust Travel Guide: https://chatgpt.com/g/g-eDSeep6qT-wanderlust-travel-guide Master Chef: https://chatgpt.com/g/g-oVwrdPo0I-master-chef About the Podcast The A to Z of AI is hosted by Anthony Thomas and Zac Henderson and powered by The Suite. The show explores real-world AI use cases across industries, focusing on practical workflows, tools, and lessons learned from operators using AI in their daily work.