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In this episode, Mike Flynn joins Liam to break down how companies are moving from AI experimentation to measurable business value. Mike has spent more than 20 years in consulting, including nearly a decade at EY, nine years at PwC, and now leads the technology sector for EY's consulting business.
They discuss why businesses need to redesign workflows around AI instead of simply adding AI to existing processes, how EY's "Design for Zero" approach works, and why AI agents are changing the economics of software.
Mike also explains the real costs behind AI agents, what enterprises want from AI vendors, how AI is reshaping consulting, and why EY is investing in forward-deployed engineering.
Key Topics Covered
Episode Timestamps
00:00 - Introduction and Mike's path from the Air Force to EY and PwC
01:58 - What Mike's role at EY looks like today
03:57 - Why point solutions create "trapped work"
04:29 - From AI experiments to end-to-end transformation
07:47 - Where AI-first redesign is working today
10:00 - Why AI is breaking the per-seat software model
13:01 - The real costs behind running an AI agent
16:00 - Measuring AI spend versus business value
18:28 - How much work will AI actually take over?
20:52 - Why companies need more granular AI cost controls
25:53 - Building automated control loops for AI
31:21 - Experimenting with enterprise AI tools at scale
36:02 - Why enterprise AI adoption moves slower than personal AI
39:37 - CIOs shift from adoption to process redesign
41:29 - What enterprises want from AI vendors
45:24 - Consulting versus AI deployment at EY
46:36 - Why AI may create more consulting work, not less
49:00 - EY's forward-deployed engineering strategy
52:16 - The two qualities Mike looks for when hiring
55:33 - Why Mike does what he does
Where to find Mike:
LinkedIn - https://www.linkedin.com/in/michaelbernardflynn/
EY - https://www.ey.com/
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In this episode, Cillian Kieran, CEO and founder of Ethyca, joins Liam to talk about why data privacy and AI governance need to be treated as engineering problems, not just legal and compliance challenges.
Cillian explains how a consulting project for Heineken ahead of the GDPR pushed him to rethink privacy from an engineer's perspective and eventually build Ethyca. He breaks down how the company's product suite works, why Fides has become a widely adopted open-source privacy standard, and what changes when AI agents are given read and write access to tools like Stripe, QuickBooks or a CRM.
They also get into what foundation model providers may be missing on governance, why AI needs a harness that directs its capabilities without slowing it down, the responsibility engineers have when building AI systems, and why he thinks much of what we call AI is still statistical math wrapped in a marketing label.
Later, Cillian and Liam discuss where AI startups may consolidate, Yann LeCun's work on world models, the human impact of increasingly agent-driven work, and how growing up around art shaped Cillian's view of software as a creative pursuit.
Key Topics Covered
Episode Timestamps
Where to find Cillian:
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Brad Axen, Block's Head of AI Capabilities and the original author of Goose, joins Liam to talk about what actually makes AI useful at work. They cover how Block went from building an early open-source AI agent to MoneyBot, ManagerBot, BuilderBot and Buzz, and why Brad thinks the hardest problems now are memory, access and interface, not just model intelligence.
Brad also explains why AI memory should belong to the business rather than a single bot, what ants can teach us about shared memory systems, why "meat proxy" is becoming a new office problem, and how Buzz is testing a multiplayer model where humans and AI agents work in the same space.
Key Topics Covered
Episode Timestamps
00:00 Intro
00:07 What Block actually is
02:40 From CERN to Block
05:19 Building Goose and taking it open source
06:29 Agents vs. harnesses vs. interfaces
10:28 MoneyBot, ManagerBot and BuilderBot
15:56 Memory, access and learning over time
22:53 What ants can teach us about AI memory
26:48 Two versions of where AI could go
28:26 Buzz and the idea of multiplayer AI
29:56 "Meat proxy": the new office problem
35:09 The Buzz case study and a 50% productivity jump
37:06 The new bottleneck now that AI can write the code
49:11 Rebuilding institutional knowledge after team restructuring
52:00 How AI is changing hiring and interviews
57:35 The loneliness of working with AI all day
59:13 Why Brad does what he does
Connect with Brad on LinkedIn:
https://www.linkedin.com/in/bradleyaxen/
Partner Links
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In this episode, Loni Stark, VP of Strategy and Product at Adobe, joins Liam to talk about what happens when a 25 year tech career runs alongside a full creative practice in painting, sculpture and writing, and what that split brain teaches her about building for the AI era. Loni explains why she thinks brands may already be invisible, or worse, misrepresented, inside AI answers, why every company needs to start treating AI as a new kind of audience, and how she is running her own home AI lab, complete with a self built server and a personal agent that has now run continuously for over 150 days, to understand what actually gives an AI agent an identity.
Along the way, Loni and Liam get into her Harvard Extension School research into "orphan values," the personal values people can't express in any of their current life roles, and what happens to that alignment as AI reshapes the roles themselves. She also breaks down how she balances Adobe's biggest enterprise bets, including Experience Manager, Commerce, Brand Concierge and LLM Optimizer, against the need to experiment without limits in her own time.
Key Topics Covered
Episode Timestamps
Loni's Socials:
Loni’s Art Gallery: https://atelierstark.com/work/
Partner Links
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In this episode, Braden Warwick, Financial Planning Product Architect at PWL Capital, breaks down why so much of the financial advice sold at big banks is a sales pitch dressed up as a plan, and what a real financial plan actually requires. Braden traded a PhD in aerospace engineering for a career rebuilding how Canadians plan their money, and he brings that same engineering mindset to financial planning: define your objectives, map your constraints, then solve for the outcome that actually improves your life.
Braden also walks Liam through the AI infrastructure PWL has built in house, from a proprietary data lake to an AI powered meeting note tool and planning summaries, and explains why they chose to build their own tools instead of buying off the shelf software. They get into Monte Carlo simulations, why financial planning is really about the distribution of outcomes rather than one predicted path, and what a financial planning engagement might look like in 2031.
Key Topics Covered
Episode Timestamps
00:00 - Introduction
00:40 - From aerospace engineering to financial planning
03:54 - Why PWL approaches financial advice differently
07:31 - The six areas of a real financial plan
11:48 - Financial planning as an engineering problem
17:56 - The psychology behind financial planning
23:14 - Objectives, constraints, and uncertainty
28:10 - How Monte Carlo simulations work
33:21 - What financial planning software still misses
39:11 - Building financial planning tools at PWL
44:16 - Inside PWL's financial planning system
51:38 - How AI is changing the advisor workflow
57:20 - Why PWL built its own AI tools and data infrastructure
1:03:41 - What changed after the OneDigital acquisition
1:06:34 - The future of financial planning
1:11:47 - Why Braden does what he does
Braden's Socials:
Resources Mentioned:
Braden’s article, The Optimal Financial Plan - https://pwlcapital.com/the-optimal-financial-plan/
Partner Links
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In this episode, Andrew McNamara, VP of Applied ML at Shopify, returns to unpack how much has changed in agentic commerce since his last episode. Andrew and Liam dig into why agents are becoming "the new front door to commerce," why orders coming to Shopify stores from AI are up 13x, and what's actually happening inside Shopify's personalized shopping agent in the Shop app.
They also get into the Universal Commerce Protocol (UCP) and why AI commerce is growing 9x faster than social commerce did at the same stage, how Sidekick's architecture and app extensions work, and SimGym, Shopify's system for training AI shoppers to A/B test store changes before they ever reach a real customer.
Key Topics Covered
Episode Timestamps:
00:00 - Introduction and welcome
00:29 - What's changed in AI and shopping since their last conversation
01:47 - Agents becoming "the new front door to commerce"
04:16 - Inside Shop app's personalized shopping agent
07:32 - Why data stays personalized to each shopper instead of training a larger model
11:53 - What the Universal Commerce Protocol (UCP) is, and orders from AI up 13x
14:58 - Merchant tooling for tracking AI-driven traffic and conversions
15:55 - The story of Tobi's Hermes agent sending him gifts in the mail
20:48 - Andrew's own habit of shopping by taking pictures and searching by image
26:59 - Sidekick's app extensions and partner integrations
33:02 - Inside Sidekick's architecture: the Sonnet model and knowledge base
35:18 - Campaign Autopilot's auto research loop
38:58 - SimGym: training AI shoppers to test store changes
42:23 - What's next for Shopify's agentic commerce features
44:17 - Where to find Andrew
Andrew's Socials:
Twitter (X) - https://x.com/DrewCH
LinkedIn: https://www.linkedin.com/in/andrewmcnamara1/
Partner Links
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Join the community: https://community.theaireport.ai/checkout/the-ai-report-welcome-gift?coupon_code=WRTH
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David McIntosh, Chief Connected Stores Officer at Instacart, joins Liam to explain why the company is betting on smart shopping carts instead of rewiring stores with ceiling cameras. David walks through the $350 million acquisition of Caper, how Instacart is now live in more than 100 cities with thousands of connected carts, and why the screen on the cart, not the checkout speed, turned out to be the real driver of sales lift for retailers.
David also gets into the surprisingly hard engineering problems behind a smart cart, like figuring out whether a basket is actually empty, fusing camera and scale data in real time, and building recommendations that know exactly where a shopper is standing in the store. He and Liam talk about who owns all that shopping data, what agentic AI looks like when it moves from chat into the aisle with tools like Cart Assistant, and why grocery budgets and meal planning are becoming one of the most requested AI features in the store.
Key Topics Covered
Episode Timestamps
Connect with David on LinkedIn:
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In this episode, Zachary Smith, CEO and co-founder of Datum and previously the founder of Packet (acquired by Equinix for $335M) and Voxel (acquired for $35M), joins Liam to explain why the internet is about to undergo its biggest transformation since the cloud. As AI agents, vibe coding, and thousands of new applications flood the web, Zac believes the open internet model we've relied on for decades is breaking down.
Zac argues that every person, every company, and eventually every AI agent will need its own private network. He explains why the future internet may look more like the Visa network than today's public web, how digital sovereignty and geopolitics are reshaping infrastructure, and why developers are increasingly relying on dozens of cloud services rather than just the hyperscalers.
The conversation also dives into Zac's unlikely journey from Juilliard-trained musician to building and exiting two infrastructure companies, the emotional toll of entrepreneurship, and why he keeps coming back to startups despite already having financial freedom.
Key Topics Covered
Episode Timestamps
Connect with Zac:
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Vinay Gidwaney is Chief Product Officer and Mike Sullivan is Co-Founder and Chief Growth Officer of OneDigital, a 6,000-person, PE-backed benefits, HR, and wealth consultancy serving roughly 100,000 employers. Their contrarian bet: AI transformation has almost nothing to do with technology and everything to do with treating AI as talent. Instead of automating tasks, OneDigital built an internal hiring pipeline for AI, complete with job descriptions, an intern-to-apprentice-to-full-time promotion path, and performance improvement plans, and used it to avoid the layoffs most "AI transformation" playbooks assume are inevitable.
Liam sits down with both of them to unpack the night Mike built a "disruption calculator" that showed OneDigital was on track to cut 1,800 of its 6,000 jobs, and how that all-nighter became the catalyst for a different strategy. They get into Ben, the AI coworker now handling daily conversations with 1,600 benefit consultants, why Vinay cites a claim from Lemonade's CEO that AI agents scored higher on customer empathy than human call center staff, the risk of companies "renting back" their own intelligence after gutting their workforce, and the thinking behind their upcoming book, Workforce Intelligence, releasing August 25th.
Key Topics Covered
Episode Timestamps
Learn more about OneDigital and the book Workforce Intelligence: https://www.onedigital.com/
Connect with Mike on LinkedIn: https://www.linkedin.com/in/mikesullivanatdigital/
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Rana Gujral is the former CEO of Behavioral Signals and the author of the upcoming book The AI Instinct. During his time leading Behavioral Signals, Rana has led a company built on a contrarian bet: that the words in a conversation are the least interesting part of it, and that the real signal, intent, trust, stress, deception, lives in how something is said rather than what is said. His team has mapped roughly 75 to 100 behavioral dimensions in the human voice, work that now powers everything from deepfake detection for government agencies to a matching system that pairs call center customers with the agents they are most likely to have a natural, flowing conversation with.
Liam and Rana dig into the unconscious vocal tells we all give off, why pitch compression, not raised volume, is the real signature of suppressed stress, and how studying voice for eight years changed the way Rana himself talks and listens. They also get into the ethics of emotion AI, including why the EU has banned it from workplaces, and the central idea behind Rana's book: that large language models are missing an entire axis called experience. Rana introduces his concept of Artificial General Experience, or AGE, and makes the case that the real fork in the road for AI isn't intelligence versus replacement, it's whether these systems make us more ourselves or less.
Key Topics Covered
Episode Timestamps
Rana's website: https://ranagujral.com/
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