Humans of Martech

What's up everyone, today we have the pleasure of sitting down with Alex Halliday, Founder and CEO at AirOps.(00:00) - Intro (01:19) - In This Episode (01:54) - Sponsor: Attribution App (02:57) - Sponsor: GrowthLoop (04:19) - How AirOps Pivoted to AI Content Engineering (08:23) - The Real Definition of Content Engineering and Why It's Not About Publishing More (13:14) - What a Content Engineer Does That a Senior Content Marketer Does Not (27:31) - What It Actually Takes to Get AI Content Past a Human Editor (30:52) - Sponsor: Knak (32:00) - Sponsor: MoEngage (43:21) - Why Review Becomes the Bottleneck After You Automate Content Production (47:13) - Why Enterprise CMS Integration Is Harder Than the Content Quality Problem (51:07) - Why the Agent Runtime Is the Next Competitive Battleground for Content Teams (55:02) - What the Case Against Content Engineering Gets Wrong About the Role (58:08) - What a Content Engineering Team Looks Like in 3 Years (01:03:45) - How Alex Decides What Deserves His Energy Summary: Alex built AirOps to help teams access company data, then a conversation with Sam Altman and a cramped middle seat on a flight to Atlanta changed everything. In this episode, he breaks down what content engineering actually means — not just generating more AI content, but building the systems infrastructure to maintain quality, freshness, and brand accuracy across everything a company has ever put online. He makes the counterintuitive case that great content engineering puts more humans into the content process, and explains why 98% of AirOps's pilots convert to annual customers while most AI content pilots fail. If you think AI content is just a faster way to publish more, this episode will change how you think about it.About Alex HallidayAlex Halliday is the Founder and CEO of AirOps, where he leads the development of AI content engineering systems that help brands build visibility in AI search. Before founding AirOps in 2022, he served as Head of Product at MasterClass, where he was the company's first product hire and helped scale revenue 10x. As a Venture Partner at SparkLabs Global Accelerator, Alex has made early investments in OpenAI, Anthropic, Groq, and Discord.How AirOps Pivoted to AI Content EngineeringIn early 2022, the LLM moment hadn't happened yet. Not publicly. GPT-3 existed but was barely on anyone's radar in marketing. Most "AI for marketing" conversations were still about sentiment analysis tools and basic chatbots. The prevailing assumption was that software had rules, rules had limits, and those limits were the floor you designed around.Alex Halliday had an unusual vantage point. As a venture partner at SparkLabs Global Accelerator with early investments in OpenAI and Anthropic, he was closer to what was actually happening than almost anyone in his world. He still wasn't ready for what came next.It started with a conversation. He was in San Francisco with Sam Altman, something he made a habit of — whenever they crossed paths, Alex asked the same question: what's sparking your imagination these days? On this particular occasion, Altman's answer was different. The AI stuff was getting really good, he said. When Alex pushed for specifics, Altman told him they were getting close to AI that could read all your emails and tell you what to do for the week. It sounded completely insane.Alex filed it away. Then, a few weeks later, he was on a flight to Atlanta, sandwiched in the middle seat between 2 large men with nowhere to go and nothing else to do. He finally opened an OpenAI account and started building.That experience in a cramped middle seat sent AirOps in a new direction. The company had been founded to help non-technical employees access company data — a broad, useful product with no obvious north star. Knowing the paradigm was shifting and knowing what your company should actually do about it are different problems. Alex had to translate that conviction into a focus, which meant making a hard call. When a space is growing as fast as LLM applications were in 2022 and 2023, trying to be everything to everyone is a trap.The answer came from the data, not from a whiteboard. When the team looked at their heat map of usage, 1 cluster burned hotter than anything else: technical CMOs, leaders of 50 to 100 person marketing orgs, working nights and weekends inside AirOps building ambitious content systems. High-taste users with strong opinions and no patience for tools that couldn't meet their standard. The market was doing what markets do when they find something they want — it was insisting.By mid-2023, AirOps had committed fully. The customer was the high-taste marketing professional who wanted to build content systems at scale, not just generate more content. Every decision since has been built around that person. The most important pivots rarely happen in planning sessions. They happen when you actually use the thing, look at the data honestly, and trust what the market is telling you over the story you had planned to tell.Key takeaway: Look at your usage data and find the cluster of users who are working hardest and complaining most specifically — they are telling you who your product is actually for. Make time to try the tools reshaping your industry with your own hands. Alex's pivot started in a cramped middle seat he couldn't escape. Any open hour will do.The Real Definition of Content Engineering and Why It's Not About Publishing MoreMarketing teams have been chasing the wrong metric since LLMs went mainstream. The race defaulted to volume: how many posts, how fast, how much can you automate. That framing made sense in an era where more content meant more crawlable pages, more keywords, more surface area for Google to index. The era has changed.AI agents now sit between buyers and brands. When someone asks ChatGPT or Perplexity a question about your product category, an agent synthesizes content from across the web — your owned pages, third-party publications, Reddit threads, review platforms — and returns a single answer. That agent is not counting pages. It's evaluating quality, depth, freshness, and what Alex describes as information gain: the degree to which any given piece of content adds something new to what the model already knows.That's a meaningfully different standard. A 2022 blog post with outdated product language, stale statistics, and broken links doesn't rank lower in AI search — it's absent from it entirely. Webflow, 1 of AirOps's customers, saw what investing in content refresh workflows does to those outcomes: 42% more traffic and AI-attributed conversions performing 6x better than standard organic. That's a maintenance story, not a content production story.There's also a conflation doing a lot of damage in this conversation. Content written with AI assistance gets lumped together with content generated by AI with no original grounding or context. The studies that say "AI content performs poorly" tend to define AI content as the second category, and the conflation goes unexamined in most LinkedIn commentary. The distinction matters enormously. Content that draws on real interviews, proprietary data, internal expertise, and company-specific context performs differently from content that's a model recombining what already exists on the internet.The brands performing well in AI search right now are treating their content library as a living system with real quality standards — a garden that requires ongoing maintenance rather than a publishing archive. They're building workflows to keep content fresh, surface internal knowledge that's been sitting in Google Drive unused, and maintain what...

What’s up folks, today we have the pleasure of sitting down with Anthony Rotio, Chief Data Strategy Officer at GrowthLoop.(00:00) - Intro (01:10) - In this episode (04:05) - Journeying From Robotics to Modern Marketing Systems (11:05) - Most Marketing Systems Don’t Learn Because They Lack Feedback Loops (16:10) - The Martech Engineering Talent Gap (19:51) - AI Will Amplify Whoever Has the Cleanest Causal Feedback Loop (29:17) - Agent Context Graphs for Drift Detection in Marketing Systems (31:51) - Humans Will Set Hypotheses, AI Will Accelerates Iteration (35:50) - The Evolution of Retail Media Networks (45:07) - How Commerce Networks Redefine Targeting With Governed Data (48:26) - How Agent to Agent Commerce Operates Inside Marketing Funnels (53:04) - Google Universal Commerce Protocol Explained (54:43) - Personal Happiness System (56:30) - Favorite Books Summary: Anthony traces a path from robotics and computer science to his current role where he approaches marketing as an engineering system. He explains how execution-first marketing stacks weaken feedback loops and fragment data, which slows learning and iteration. He introduces the agent context graph as a causality model that lets AI simulate and predict customer behavior with greater confidence. The conversation also covers retail media networks, first-party data monetization through governed access, and a shift toward zero-to-zero marketing driven by agent-to-agent transactions. He closes by stressing that strong data foundations determine who can compete as marketing becomes more automated and agent-driven.About AnthonyAnthony Rotio is the Chief Data Strategy Officer at GrowthLoop, where he leads partnerships and builds generative AI product features for marketers, including multi-agent systems, AI-driven audience building, and benchmarking and evaluation work. He previously served as GrowthLoop’s Chief Customer Officer, where he built and led teams across data engineering, data science, and solutions architecture while supporting product development and strategic sales efforts.Before GrowthLoop, Anthony spent nearly six years at AB InBev, where he led a $100M owned retail business unit with full P&L responsibility and drove major growth through operational and digital transformation work. He also led U.S. marketing for Budweiser, Bud Light, Michelob Ultra, Stella Artois, and other brands across music, food, and related consumer programs. He earned a B.A. in computer science from Harvard, played linebacker on the Harvard football team, founded the consumer product Pizza Shelf, and holds a Google Professional Cloud Architect certification.Journeying From Robotics to Modern Marketing SystemsAnthony’s career started far away from marketing. He trained as a computer scientist and spent his early years working with robotics and reinforcement learning. His first exposure to a learning agent left a lasting impression because the system behaved less like traditional software and more like something adaptive. That experience shaped how he would later think about work, systems, and feedback. He learned early that progress comes from loops that learn, not static instructions.That mindset followed him into an unexpected chapter at AB InBev. Anthony entered a world defined by scale, brands, and operational complexity. He treated his technical background like a carpenter treats tools, useful only when applied to real problems. Running marketing across major beer brands taught him how value is created inside large organizations. It also exposed a recurring issue. Marketing teams had ambition and data, but execution moved slowly because ideas had to travel through layers of translation before anything reached customers.That friction became impossible to ignore. Audience definitions moved through tickets. Campaigns waited on queries. Data teams became bottlenecks through no fault of their own. Anthony felt the pull back toward technology, where systems could shorten the distance between intent and action. That pull led him to GrowthLoop, where he joined early and worked directly with customers. The appeal was immediate. The product connected straight to cloud data and removed several layers of mediation that marketing teams had accepted as normal.As language models improved, Anthony recognized a familiar pattern. Audience building behaved like a translation problem. Marketers described people and intent in natural language, while systems demanded structured logic. Early experiments showed that natural language models could close that gap. Anthony framed the idea clearly.“Audience building is a translation problem. You start with a business idea and you end with a query on top of data.”Momentum followed quickly. Customers like Indeed and Google responded because speed changed behavior. Teams experimented more often and refined audiences based on results instead of assumptions. Conversations with Sam Altman and collaboration with OpenAI reinforced that this capability belonged in the core workflow. Standing on stage at Google Cloud Next marked a clear moment of validation.That arc reshaped Anthony’s role into Chief Data Strategy Officer. His work now focuses on building systems that learn over time. Faster audience creation leads to shorter feedback loops. Shorter loops improve decision quality. Better decisions compound. The throughline from robotics to marketing holds steady. Systems improve when learning sits at the center of execution.Key takeaway: Career leverage often comes from carrying one mental model across multiple domains. Anthony applied learning systems thinking from computer science to enterprise marketing, then rebuilt the tooling to match that mindset. You can do the same by identifying where translation slows your work, then designing interfaces that move intent directly into action. When feedback loops tighten, progress accelerates naturally.Most Marketing Systems Don’t Learn Because They Lack Feedback LoopsMarketing organizations generate enormous amounts of activity, but learning often lags behind execution. Campaigns launch on schedule, dashboards fill with numbers, and post-campaign reviews happen right on time. The pattern repeats month after month with small adjustments and familiar explanations. Over time, teams become highly efficient at producing output while remaining surprisingly weak at retaining knowledge. The system rewards motion, visibility, and short-term lifts, which slowly conditions teams to forget what they learned last quarter.Anthony connects this behavior to structural pressure inside large organizations. Quarterly reporting cycles dominate priorities, and executive tenures continue to compress. Leaders feel urgency to show impact quickly and publicly. Compounding growth requires early patience and repeated reinforcement, which rarely aligns with board expectations or career incentives. Short time horizons shape long-term behavior, even when everyone agrees that learning should stack over time.“When you think about compound interest in finance, the early part looks almost linear. People want big bumps now, even if those bumps never build momentum.”Technology choices deepen the problem. Many companies invested heavily in customer data and built impressive data clouds that capture transactions, events, and engagement in detail. Activation remains slow because teams still rely on handoffs between marketing and data groups. A familiar sequence plays out:A marketer defines a campaign and requests an audience.A ticket moves to a data team for interpretation and SQL.The audience returns weeks later.The marketer realizes the audience lacks scale for ne...

Pressure at work rarely stays contained within the job. It spills into family life, friendships, and daily relationships. I asked 50 operators how they stay happy while managing responsibility at work and at home. This 3 part series – titled “50 Operators share the systems that keep them happy” explores each of these layers through the lived experience of operators who feel the same pressure you probably feel right now. Today we continue with part 2: connection, the relationships that recharge you and keep you standing when the work would otherwise knock you sideways.We’ll hear from 17 people and we’ll cover:(00:00) - Teaser (02:00) - In This Episode (04:30) - Eric Holland: Limiting Slack and Prioritizing Family Time (05:33) - Meg Gowell: Shared Family Routines (08:31) - David Joosten: Filtering Reactive Work So Time Stays With Family (10:30) - Aboli Gangreddiwar: Designing Work to Enable Family Travel (12:01) - Kevin White: Separating Career Drive From Family Identity (13:42) - Joshua Kanter: Daily Family Rituals (18:07) - Gab Bujold: Daily Check-Ins With a Trusted Work Partner (22:30) - Anna Leary: Treating Workload Stress as a Shared Problem (24:31) - Angela Rueda: Shared Problem Solving Conversations (26:50) - Blair Bendel: Using In Person Conversations to Stay Grounded (29:28) - Matthew Castino: Work Satisfaction Correlates Strongly With Team Relationships (33:17) - Aditi Uppal: Connection as a Feedback Loop (35:48) - Alison Albeck Lindland: One Social System Across Work and Life (37:34) - Rajeev Nair: Human Bonds Absorb Pressure Before Burnout (40:12) - Chris O’Neil: Filtering Work Through People and Problems That Matter (42:24) - Rebecca Corliss: Creativity as a Shared Emotional Outlet (44:24) - Moni Oloyede: Teaching as a Living Relationship (45:50) - Outro Connection starts with who you protect time for. Our first guest begins there, shaping his work around people who refill him and drawing hard lines around anything that steals those moments away.Eric Holland: Limiting Slack and Prioritizing Family TimeFirst up is Eric Holland, a fractional PMM based in Pennsylvania, and the co-host of the We’re not Marketers Podcast. He’s also a dad and runs a retail apparel startup. Eric shapes his happiness around people before tasks. He pares his work down to projects shared with colleagues he enjoys being around, and that choice changes the texture of his days. Conversations feel easier. Meetings end with momentum instead of fatigue. You can hear a quiet confidence in how he describes work that feels relational rather than transactional.Family anchors that perspective in a very physical way. Nearly every weekend, from late November through Christmas, belongs to his ten-month-old son. These are not abstract intentions. They are mornings that smell like coffee and pine needles, afternoons on cold sidewalks, and evenings defined by routine rather than inboxes. Time with his son creates emotional weight that carries into the workweek and keeps priorities visible when deadlines start to blur.Eric also draws a firm boundary around digital proximity. Slack does not live on his phone, and that decision protects the moments where connection needs full attention. The habit most people recognize, checking messages during dinner or while holding a child, never has a chance to form. Presence becomes simpler when tools stay in their place.The system he describes comes together through a few concrete moves that many people quietly avoid:He limits work to collaborators who feel generous with energy.He reserves weekends for repeated family rituals that mark time.He removes communication tools from personal spaces where they dilute focus.Eric captures the point with a line that carries practical weight.“Delete Slack off your phone.”That sentence signals care for the relationships that actually hold you upright. Attention stays where your body is, and connection grows from that consistency.Key takeaway: Strong connections protect long-term happiness at work. Choose collaborators who give energy, protect repeated time with family and friends, and keep work tools out of moments that deserve your full presence.Meg Gowell: Shared Family RoutinesNext up is Meg Gowell, Head of Marketing at Elly and former Director of Growth Marketing at Typeform and Appcues. She’s also a mom of 3.Remote work compresses everything into the same physical space. Meetings happen steps away from the kitchen. Notifications follow you into the evening. Meg treats that compression as something that requires active design. She and her husband both work remotely, so separation never happens by accident. It happens because they decide when work stops and family time starts, and they repeat that decision every day.That discipline shows up in how she leads at Typeform. An international team creates constant overlap and constant absence at the same time. Someone is always offline. Someone is always mid-day. Ideas surface at inconvenient hours. Meg sends messages when they are top of mind, and she pairs them with clear expectations about response time. People answer when they are working. Evenings stay intact. That clarity removes the quiet pressure that turns collaboration tools into stress machines.Connection at home runs on small rituals that happen often. Family dinner stays protected. Phones stay off the table. Conversation has shape, which keeps it from drifting back to work. One simple routine anchors the evening.Each person shares a positive moment from their day.Each person shares a hard moment.Everyone gets space to talk without interruption.“We have a game we play called Popsicle and Poopsicle where each person says a positive thing from their day and a negative thing from their day.”The table sounds different when everyone is present. You hear voices instead of keyboards. You notice moods. Kids learn that their experiences matter. Adults slow their breathing without realizing it. Work fades because attention has somewhere better to land.These habits teach through repetition. Kids learn priorities by watching how time is protected. Teams learn boundaries by watching how leaders behave. Meg models presence through behavior rather than explanation. She sits down. She listens. She disconnects. Those signals travel further than any policy ever could.Career decisions follow the same logic. Meg focused on the life she wanted to live and then shaped work around it. Dinner with her kids mattered. Time away mattered. Flexibility mattered. That perspective runs against an industry that rewards visibility and constant availability. Many people chase recognition and wonder why their days feel thin. Meg invested in connection and built everything else around it.Key takeaway: Connection grows when time is defended on purpose. Protect shared moments, set expectations clearly, and let daily behavior show people where your attention truly belongs.David Joosten: Filtering Reactive Work So Time Stays With FamilyNext up is David Joosten, Co-Founder and President at GrowthLoop and the co-author of ‘First-Party Data Activation’. He’s also a dad of 3.Connection shows up here through restraint. David talks about time as something that gets crowded fast, especially once you step into leadership roles where every problem arrives wearing the same urgent expression. Days fill with requests, escalations, and thoughtful edge cases that sound responsible in isolation. Taken together, they quietly displace the people ...

What’s up everyone, today we have the pleasure of sitting down with Phyllis Fang, Head of Marketing at Transcend.(00:00) - Intro (01:23) - In This Episode (04:13) - Uber Safety Marketing Shaped A Trust First Marketing Playbook (10:12) - How Permissioned Data Systems Power Personalization at Scale (15:22) - How Consent Infrastructure Improves Personalization Performance (19:20) - How to Audit Consent and Compliance in Marketing Data (23:24) - What Consent Management Does Across AI Data Lifecycles (28:29) - How to Build a Marketing Trust Stack (30:49) - Consent Management as a Revenue Lever (35:10) - Designing Marketing Teams for Freakish Curiosity (41:19) - Skills That Define Great Marketing Operations (45:33) - Why System Level Marketing Experience Builds Career Leverage (50:13) - System for Happiness Summary: Phyllis learned how fragile marketing becomes when systems move faster than trust while working between lifecycle execution and product marketing at Uber. Safety work around emergencies, verification, and COVID forced messages to withstand scrutiny from riders, drivers, regulators, and the public. That experience shapes how she approaches consent and personalization today. Permission signals decide what data moves and how confidently teams can act. When those signals stay connected, work holds. When they drift, confidence erodes across systems, teams, and careers.About PhyllisPhyllis Fang leads marketing at Transcend, where enterprise growth depends on clear choices about data, consent, and accountability. Her work shapes how privacy becomes part of how companies operate, communicate, and earn confidence at scale.Earlier in her career, she spent several years at Uber, working on global product marketing for safety during periods of intense public scrutiny. She helped bring new safety features to market at moments when user behavior, policy decisions, and brand credibility were tightly linked. The work required precision, restraint, and an understanding of how people respond when stakes feel personal.Across roles in e-commerce, lifecycle marketing, and platform strategy, a pattern holds. Fang gravitates toward systems that must work under pressure and messages that must hold up in practice. Her career reflects a belief that marketing earns its place when it reduces uncertainty and helps people move forward with confidence.Uber Safety Marketing Shaped A Trust First Marketing PlaybookTrust-focused marketing depends on people who can move between systems work and narrative work without losing credibility in either space. Phyllis built that fluency by operating inside lifecycle programs while also leading product marketing initiatives at Uber. One side of that work lived in tools, triggers, and delivery logic. The other side lived in rooms where progress depended on persuasion, alignment, and patience. That dual exposure trained her to see how fragile big ideas become when they cannot survive real execution.Lifecycle and marketing operations reward control and repeatability. Product marketing inside a global organization rewards influence and restraint. Phyllis describes moments where moving a single initiative forward required negotiation across regions, channels, and internal politics. Every message faced review from people who owned distribution and reputation in their markets. Messaging tightened quickly because weak logic did not survive long. Campaigns became sharper because every assumption had to hold up under pressure.“We were all in the same company, but I still had to convince people to resource things differently or prioritize a message.”Safety marketing pushed that pressure even further. The work focused on features designed for rare, high-stakes moments, including emergency assistance and large-scale verification during COVID. Measurement shifted away from habitual usage and toward confidence and credibility. The audience expanded well beyond active users. Phyllis had to speak clearly to riders, drivers, regulators, and the general public at the same time. Each group carried different fears, incentives, and consequences. Messaging succeeded only when it respected those differences without creating confusion.That mindset carries directly into her work at Transcend. Privacy and consent buyers often sit in legal or compliance roles where personal and professional risk overlap. These buyers read closely and remember details. Phyllis explains that proof needs to operate on two levels at once. It must withstand careful review, and it must connect to human motivation. Career safety, internal credibility, and long-term reputation shape decisions more than feature depth ever will.“You have to understand the human behind the role, because their motivation usually has very little to do with your product.”Many martech teams still lean on urgency and fear to move deals forward. That habit collapses quickly in trust-driven categories. Buyers trained to manage risk respond to clarity, evidence, and empathy. Marketing teams that understand systems and human cost create messages people can defend internally, even when scrutiny rises.Key takeaway: Trust product marketing works best when teams pair operational rigor with persuasive clarity. Build messages that survive legal review, internal debate, and public scrutiny, then ground those messages in the real career risks your buyer carries. When proof holds at the detail level and the story respects human motivation, credibility compounds instead of eroding under pressure.How Permissioned Data Systems Power PersonalizationPermissioned data systems sit quietly underneath every durable personalization program. Phyllis describes them as the machinery that keeps experiences coherent when traffic spikes, regulations tighten, and teams ship faster than documentation can keep up. When privacy and data infrastructure receive the same attention as creative and lifecycle planning, personalization gains endurance. It stops wobbling every time a new channel, region, or regulation enters the picture.When asked about what a system of permission actually contains, Phyllis anchors the idea in everyday user choice. Preferences, opt-ins, unsubscribes, and topic interests form the marketing layer most teams recognize. Consent records, deletion rights, and data sharing controls form the privacy layer that usually lives elsewhere. Together, these signals decide what data you collect, where it flows, how long it lives, and which systems get to act on it. That layer governs every downstream decision you make about segmentation, targeting, and automation.“We are talking about a layer of user controls that determine what personal data a company collects, how it is collected, how it is stored, how long it is stored, and what gets shared across systems.”Phyllis points out that teams often rush toward tooling before understanding their own surface area. She pushes marketers to start with an audit that feels closer to whiteboarding than compliance. That work cuts across marketing, product, privacy, and partnerships, and it usually exposes uncomfortable overlaps and blind spots. Most organizations already run this exercise for campaigns and funnels, and they rarely include consent in the room. When permission signals stay disconnected from journey design, personalization feels impressive in demos and brittle in production.Operationalizing consent requires discipline across systems. Preference signals need to flow cleanly into the CDP, CRM, messaging platforms, and analytics tools. That way campaigns, audiences, and triggers operate on live, permissioned data ins...

What’s up everyone, today we have the honor of sitting down with Aleyda Solís, SEO and AI search consultant. (00:00) - Intro (01:17) - In This Episode (04:55) - Crawlability Requirements for AI Search Engines (12:21) - LLMs As A New Search Channel In A Multi Platform Discovery System (18:42) - AI Search Visibility Analysis for SEO Teams (29:17) - Creating Brand Led Informational Content for AI Search (35:51) - Choosing SEO Topics That Drive Brand-Aligned Demand (45:50) - How Topic Level Analysis Shapes AI Search Strategy (50:01) - LLM Search Console Reporting Expectations (52:09) - Why LLM Search Rewards Brands With Real Community Signals (55:12) - Prioritizing Work That Matches Personal Purpose Summary: AI search is rewriting how people find information, and Aleyda explains the shift with clear, practical detail. She has seen AI crawlers blocked without anyone noticing, JavaScript hiding full sections of sites, and brands interpreting results that were never based on complete data. She shows how users now move freely between Google, TikTok, Instagram, and LLMs, which pushes teams to treat discovery as a multi-platform system. She encourages you to verify your AI visibility, publish content rooted in real customer language, and use topic clusters to anchor strategy when prompts scatter. Her closing point is simple. Community chatter now shapes authority, and AI models pay close attention to it.About AleydaAleyda Solís is an international SEO and AI search optimization consultant, speaker, and author who leads Orainti, the boutique consultancy known for solving complex, multi-market SEO challenges. She’s worked with brands across ecommerce, SaaS, and global marketplaces, helping teams rebuild search foundations and scale sustainable organic growth.She also runs three of the industry’s most trusted newsletters; SEOFOMO, MarketingFOMO, and AI Marketers, where she filters the noise into the updates that genuinely matter. Her free roadmaps, LearningSEO.io and LearningAIsearch.com, give marketers a clear, reliable path to building real skills in both SEO and AI search.Crawlability Requirements for AI Search EnginesCrawlability shapes everything that follows in AI search. Aleyda talks about it with the tone of someone who has seen far too many sites fail the basics. AI crawlers behave differently from traditional search engines, and they hit roadblocks that most teams never think about. Hosting rules, CDN settings, and robots files often permit Googlebot but quietly block newer user agents. You can hear the frustration in her voice when she describes audit after audit where AI crawlers never reach critical sections of a site."You need to allow AI crawlers to access your content. The rules you set might need to be different depending on your context."AI crawlers also refuse to process JavaScript. They ingest raw markup and move on. Sites that lean heavily on client-side rendering lose entire menus, product details, pricing tables, and conversion paths. Aleyda describes this as a structural issue that forces marketers to confront their technical debt. Many teams have spent years building front-ends with layers of JavaScript because Google eventually figured out how to handle it. AI crawlers skip that entire pipeline. Simpler pages load faster, reveal hierarchy immediately, and give AI models a complete picture without extra processing.Search behavior adds new pressure. Aleyda points to OpenAI’s published research showing a rise in task-oriented queries. Users ask models to complete goals directly and skip the page-by-page exploration we grew up optimizing for. You need clarity about which tasks intersect with your offerings. You need to build content that satisfies those tasks without guessing blindly. Aleyda urges teams to validate this with real user understanding because generic keyword tools cannot describe these new behaviors accurately.Authority signals shift too. Mentions across credible communities carry weight inside AI summaries. Aleyda explains it as a natural extension of digital PR. Forums, newsletters, podcasts, social communities, and industry roundups form a reputation map that AI crawlers use as context. Backlinks still matter, but mentions create presence in a wider set of conversations. Strong SEO programs already invest in this work, but many teams still chase link volume while ignoring the broader network of references that shape brand perception.Measurement evolves alongside all of this. Aleyda encourages operators to treat AI search as both a performance channel and a visibility channel. You track presence inside responses. You track sentiment and frequency. You monitor competitors that appear beside you or ahead of you. You map how often your brand appears in summaries that influence purchase decisions. Rankings and click curves do not capture the full picture. A broader measurement model captures what these new systems actually distribute.Key takeaway: Build crawlability for AI search with intention. Confirm that AI crawlers can access your content, and remove JavaScript barriers that hide essential information. Map the task-driven behaviors that align with your products so you invest in content that meets real user goals. Strengthen your reputation footprint by earning mentions in communities that influence AI summaries. Expand your measurement model so you can track visibility, sentiment, and placement inside AI-generated results. That way you can compete in a search environment shaped by new rules and new signals.LLMs As A New Search Channel In A Multi Platform Discovery SystemSEO keeps getting declared dead every time Google ships a new interface, yet actual search behavior keeps spreading across more surfaces. Aleyda reacted to the “LLMs as a new channel” framing with immediate agreement because she sees teams wrestling with a bigger shift. They still treat Google as the only gatekeeper, even though users now ask questions, compare products, and verify credibility across several platforms at once. LLMs, TikTok, Instagram, and traditional search engines all function as parallel discovery layers, and the companies that hesitate to accept this trend end up confused about where SEO fits.Aleyda pointed to the industry’s long dependence on Google and described how that dependence shaped expectations. Many teams built an entire worldview around a single SERP format, a single set of ranking factors, and a single customer entry point. Interface changes feel existential because the discipline was defined too narrowly for too long. She sees this tension inside consulting projects when stakeholders ask whether SEO is dying instead of asking where their audience now searches for answers.Retail clients provided her clearest examples. They already treat TikTok and Instagram as core search environments. They ask for guidance on how to structure content so it gets discovered through platform specific signals. They ask for clarity on how product intent gets inferred through tags, comments, watch time, and creator interactions. Their questions treat search as a distributed system, and their behavior hints at what the wider market will adopt. Aleyda considers this a preview, because younger customers rarely begin their journey inside a traditional search engine.Her story from a conference in China made the point even sharper. She explained how Baidu no longer carries the gravitational pull many Western marketers assume. People gather information through Red Note, Douyin, and several specialized platforms, and they assemble answers through a blend of formats. That experience changed Aleyda’s expectations for Western markets. She believes...

What’s up everyone, today we have the pleasure of sitting down with Matthew Castino, Marketing Measurement Science Lead @ Canva.(00:00) - Intro (01:10) - In This Episode (03:50) - Canva’s Prioritization System for Marketing Experiments (11:26) - What Happened When Canva Turned Off Branded Search (18:48) - Structuring Global Measurement Teams for Local Decision Making (24:32) - How Canva Integrates Marketing Measurement Into Company Forecasting (31:58) - Using MMM Scenario Tools To Align Finance And Marketing (37:05) - Why Multi Touch Attribution Still Matters at Canva (42:42) - How Canva Builds Feedback Loops Between MMM and Experiments (46:44) - Canva’s AI Workflow Automation for Geo Experiments (51:31) - Why Strong Coworker Relationships Improve Career Satisfaction Summary: Canva operates at a scale where every marketing decision carries huge weight, and Matt leads the measurement function that keeps those decisions grounded in science. He leans on experiments to challenge assumptions that models inflate. As the company grew, he reshaped measurement so centralized models stayed steady while embedded data scientists guided decisions locally, and he built one forecasting engine that finance and marketing can trust together. He keeps multi touch attribution in play because user behavior exposes patterns MMM misses, and he treats disagreements between methods as signals worth examining. AI removes the bottlenecks around geo tests, data questions, and creative tagging, giving his team space to focus on evidence instead of logistics. About MatthewMatthew Castino blends psychology, statistics, and marketing intuition in a way that feels almost unfair. With a PhD in Psychology and a career spent building measurement systems that actually work, he’s now the Marketing Measurement Science Lead at Canva, where he turns sprawling datasets and ambitious growth questions into evidence that teams can trust.His path winds through academia, health research, and the high-tempo world of sports trading. At UNSW, Matt taught psychology and statistics while contributing to research at CHETRE. At Tabcorp, he moved through roles in customer profiling, risk systems, and US/domestic sports trading; spaces where every model, every assumption, and every decision meets real consequences fast. Those years sharpened his sense for what signal looks like in a messy environment.Matt lives in Australia and remains endlessly curious about how people think, how markets behave, and why measurement keeps getting harder, and more fun.Canva’s Prioritization System for Marketing ExperimentsCanva’s marketing experiments run in conditions that rarely resemble the clean, product controlled environment that most tech companies love to romanticize. Matthew works in markets filled with messy signals, country level quirks, channel specific behaviors, and creative that behaves differently depending on the audience. Canva built a world class experimentation platform for product, but none of that machinery helps when teams need to run geo tests or channel experiments across markets that function on completely different rhythms. Marketing had to build its own tooling, and Matthew treats that reality with a mix of respect and practicality.His team relies on a prioritization system grounded in two concrete variables.SpendUncertaintyLarge budgets demand measurement rigor because wasted dollars compound across millions of impressions. Matthew cares about placing the most reliable experiments behind the markets and channels with the biggest financial commitments. He pairs that with a very sober evaluation of uncertainty. His team pulls signals from MMM models, platform lift tests, creative engagement, and confidence intervals. They pay special attention to MMM intervals that expand beyond comfortable ranges, especially when historical spend has not varied enough for the model to learn. He reads weak creative engagement as a warning sign because poor engagement usually drags efficiency down even before the attribution questions show up.“We try to figure out where the most money is spent in the most uncertain way.”The next challenge sits in the structure of the team. Matthew ran experimentation globally from a centralized group for years, and that model made sense when the company footprint was narrower. Canva now operates in regions where creative norms differ sharply, and local teams want more authority to respond to market dynamics in real time. Matthew sees that centralization slows everything once the company reaches global scale. He pushes for embedded data scientists who sit inside each region, work directly with marketers, and build market specific experimentation roadmaps that reflect local context. That way experimentation becomes a partner to strategy instead of a bottleneck.Matthew avoids building a tower of approvals because heavy process often suffocates marketing momentum. He prefers a model where teams follow shared principles, run experiments responsibly, and adjust budgets quickly. He wants measurement to operate in the background while marketers focus on creative and channel strategies with confidence that the numbers can keep up with the pace of execution.Key takeaway: Run experiments where they matter most by combining the biggest budgets with the widest uncertainty. Use triangulated signals like MMM bounds, lift tests, and creative engagement to identify channels that deserve deeper testing. Give regional teams embedded data scientists so they can respond to real conditions without waiting for central approval queues. Build light guardrails, not heavy process, so experimentation strengthens day to day marketing decisions with speed and confidence.What Happened When Canva Turned Off Branded SearchGeographic holdout tests gave Matt a practical way to challenge long-standing spend patterns at Canva without turning measurement into a philosophical debate. He described how many new team members arrived from environments shaped by attribution dashboards, and he needed something concrete that demonstrated why experiments belong in the measurement toolkit. Experiments produced clearer decisions because they created evidence that anyone could understand, which helped the organization expand its comfort with more advanced measurement methods.The turning point started with a direct question from Canva’s CEO. She wanted to understand why the company kept investing heavily in bidding on the keyword “Canva,” even though the brand was already dominant in organic search. The company had global awareness, strong default rankings, and a product that people searched for by name. Attribution platforms treated branded search as a powerhouse channel because those clicks converted at extremely high rates. Matt knew attribution would reinforce the spend by design, so he recommended a controlled experiment that tested actual incrementality."We just turned it off or down in a couple of regions and watched what happened."The team created several regional holdouts across the United States. They reduced bids in those regions, monitored downstream behavior, and let natural demand play out. The performance barely moved. Growth held steady and revenue held steady. The spend did not create additional value at the level the dashboards suggested. High intent users continued converting, which showed how easily attribution can exaggerate impact when a channel serves people who already made their decision.The outcome saved Canva millions of dollars, and the savings were immediately reallocated to areas with better leverage. The win carried emotional weight inside the company because it replaced speculati...

What’s up everyone, today we have the pleasure of sitting down with Pam Boiros, Fractional CMO and Marketing advisor, and Co-Founder Women Applying AI.(00:00) - Intro (01:13) - In This Episode (03:49) - How To Audit Data Fingerprints For AI Bias In Marketing (07:39) - Why Emotional Intelligence Improves AI Prompting Quality (10:14) - Why So Many Women Hesitate (15:40) - Why Collaborative AI Practice Builds Confidence In Marketing Ops Teams (18:31) - How to Go From AI Curious to AI Confident (24:32) - Joining The 'Women Applying AI' Community (27:18) - Other Ways to Support Women in AI (28:06) - Role Models and Visibility (32:55) - Leadership’s Role in Inclusion (35:57) - Mentorship for the AI Era (38:15) - Why Story Driven Communities Strengthen AI Adoption for Women (42:17) - AI’s Role in Women’s Worklife Harmony (45:22) - Why Personal History Strengthens Creative Leadership Summary: Pam delivers a clear, grounded look at how women learn and lead with AI, moving from biased datasets to late-night practice sessions inside Women Applying AI. She brings sharp examples from real teams, highlights the quiet builders shaping change, and roots her perspective in the resilience she learned from the women in her own family. If you want a straightforward view of what practical, human-centered AI adoption actually looks like, this episode is worth your time.About PamPam Boiros is a consultant who helps marketing teams find direction and build plans that feel doable. She leads Marketing AI Jump Start and works as a fractional CMO for clients like Reclaim Health, giving teams practical ways to bring AI into their day-to-day work. She’s also a founding member of Women Applying AI, a new community that launched in Sep 2025 that creates a supportive space for women to learn AI together and grow their confidence in the field.Earlier in her career, Pam spent 12 years at a fast-growing startup that Skillsoft later acquired, then stepped into senior marketing and product leadership there for another three and a half years. That blend of startup pace and enterprise structure shapes how she guides her clients today.How To Audit Data Fingerprints For AI Bias In MarketingAI bias spreads quietly in marketing systems, and Pam treats it as a pattern problem rather than a mistake problem. She explains that models repeat whatever they have inherited from the data, and that repetition creates signals that look normal on the surface. Many teams read those signals as truth because the outputs feel familiar. Pam has watched marketing groups make confident decisions on top of datasets they never examined, and she believes this is how invisible bias gains momentum long before anyone sees the consequences.Pam describes every dataset as carrying a fingerprint. She studies that fingerprint by zooming into the structure, the gaps, and the repetition. She looks for missing groups, inflated representation, and subtle distortions baked into the source. She builds this into her workflow because she has seen how quickly a model amplifies the same dominant voices that shaped the data. She brings up real scenarios from her own career where women were labeled as edge cases in models even though they represented half the customer base. These patterns shape everything from product recommendations to retention scores, and she believes many teams never notice because the numbers look clean and objective."Every dataset has a fingerprint. You cannot see it at first glance, but it becomes obvious once you look for who is overrepresented, who is underrepresented, or who is misrepresented."Pam organizes her process into three cycles that marketers can use immediately.The habit works because it forces scrutiny at every stage, not just at kickoff.Before building, trace the data source, the people represented, and the people missing.While building, stress test the system across groups that usually sit at the margins.After launch, monitor outputs with the same rhythm you use for performance analysis.She treats these cycles as an operational discipline. She compares the scale of bias to a compounding effect, since one flawed assumption can multiply into hundreds of outputs within hours. She has seen pressure to ship faster push teams into trusting defaults, which creates the illusion of objectivity even when the system leans heavily toward one group’s behavior. She wants marketers to recognize that AI audits function like quality control, and she encourages them to build review rituals that continue as the model learns. She believes this daily maintenance protects teams from subtle drift where the model gradually leans toward the patterns it already prefers.Pam views long term monitoring as the part that matters most. She knows how fast AI systems evolve once real customers interact with them. Bias shifts as new data enters the mix. Entire segments disappear because the model interprets their silence as disengagement. Other segments dominate because they participate more often, which reinforces the skew. Pam advocates for ongoing alerts, periodic evaluations, and cross-functional reviews that bring different perspectives into the monitoring loop. She believes that consistent visibility keeps the model grounded in the full customer base.Key takeaway: You can reduce AI bias by treating audits as part of your standard workflow. Trace the origin of every dataset so you understand who shapes the patterns. Stress test during development so you catch distortions early. Monitor outcomes after launch so you can identify drift before it influences targeting, scoring, and personalization. This rhythm gives you a reliable way to detect biased fingerprints, keep systems accountable, and protect real customers from skewed automation.Why Emotional Intelligence Improves AI Prompting QualityEmotional intelligence shapes how people brief AI, and Pam focuses on the practical details behind that pattern. She sees prompting as a form of direction setting, similar to guiding a creative partner who follows every instruction literally. Women often add richer context because they instinctively think through tone, audience, and subtle cues before giving direction. That depth produces output that carries more human texture and brand alignment, and it reduces the amount of rewriting teams usually do when prompts feel thin.Pam also talks about synthetic empathy and how easily teams misread it. AI can generate warm language, but users often sense a hollow quality once they reread the output. She has seen teams trust the first fluent result because it looks polished on the surface. People with stronger emotional intelligence detect when the writing lacks genuine feeling or when it leans on clichés instead of real understanding. Pam notices this most in content meant for sensitive moments, such as apology emails or customer care messages, where the emotional miss becomes obvious."Prompting is basically briefing the AI, and women are natural context givers. We think about tone and audience and nuance, and that is what makes AI output more human and more aligned with the brand."Pam brings even sharper clarity when she moves into analytics. She observes that many marketers chase the top performer without questioning who drove the behavior. She describes moments where curiosity leads someone to discover that a small, highly engaged audience segment pulled the numbers upward. She sees women interrogating patterns by asking:Who showed upWhy they behaved the way they didWhat made the pattern appear more universal than it isThose questions shift analytics from scoreboar...

What’s up everyone today we have the pleasure of chatting with Blair Bendel, Senior Vice President of Marketing at Foxwoods Resort Casino.(00:00) - Intro (00:49) - In This Episode (03:39) - Evolution of Casino Martech (06:11) - Customer Loyalty & Personalization (09:36) - Using the Right Marketing Channel for the Right Goal in Hospitality (12:38) - Foxwood’s Martech and Customer Data Migration to MoEngage (15:05) - Picking MoEngage (20:07) - Why Change Tools?? (22:46) - Implementing a New Platform (24:58) - Building Structure for 24/7/365 Casino Marketing (31:20) - Key Things to Track (33:15) - Fail Fast, Learn Faster (37:25) - Balancing Big Data with Privacy (40:23) - Why AI Will Not Fix Casino Marketing Overnight (43:23) - Exploring AI (46:59) - Human Experience Drives Long-Term Casino Revenue (49:05) - Human Side (52:12) - Why Face-to-Face Conversations Strengthen Marketing Teams Summary: The casino floor never sleeps. Lights hum, cards shuffle, and people come not just to gamble but to feel alive. While other industries went digital overnight, casinos stayed grounded in human moments, and Blair’s mission has been to connect those experiences through smarter tech. At Foxwoods, he replaced a maze of disconnected martech with a single platform, giving his team one clear view of every guest. Push messages became quick nudges, emails carried depth, and silence built trust. In a business that runs 24/7/365, his team moves fast, learns constantly, and protects what matters most: guest privacy. About BlairBlair Bendel has spent nearly two decades shaping brands that make casinos feel alive. As SVP of Marketing at Foxwoods Resort Casino, one of the world’s largest gaming and entertainment destinations, he leads strategy across brand, digital, loyalty, and guest experience for a property owned by the Mashantucket Pequot Tribal Nation.Before Foxwoods, Blair drove marketing for Boyd Gaming and Pinnacle Entertainment, guiding multi-property teams through high-stakes launches and rebrands. Known for blending data and instinct, he’s built campaigns that turn foot traffic into fandom and moments into measurable growth.The Evolution of Casino MartechCasinos thrive on the energy of real people in real spaces. Blair has spent his career in that environment, where the hum of slot machines and the rhythm of foot traffic define success. He points out that while other industries rushed to digitize, gaming and hospitality focused on the on-property experience that drives most of their revenue. Technology in this world serves the guest standing in front of you, not a distant audience online.“There’s a lot of innovation, but it’s all centered around that customer and that on-property experience,” Blair said.Walk across a modern casino floor and you see how far that innovation has gone. Slot machines now reach twelve feet high, lit by curved screens that feel more like immersive art installations than games. Even bingo, once a paper-and-pen ritual, lives on tablets. These changes reflect more than aesthetic upgrades. They mark the blending of digital personalization with in-person entertainment. Each new machine and experience collects data, interprets patterns, and helps casinos understand what keeps players coming back.Blair sees the next phase of progress in the pairing of martech systems and artificial intelligence. Casinos have long collected data on player habits, but much of it stayed locked in isolated databases. AI now connects those dots, linking preferences, visit frequency, and loyalty activity into one living profile. That way you can predict what a guest wants before they ask for it. Personalized dining offers, targeted game promotions, or well-timed follow-up messages all become part of a continuous loop that strengthens engagement.Still, Blair focuses on the human side of this transformation. “People assume tech makes everything easier, and it doesn’t,” he said. Each new platform requires training, integration, and trust. Martech without people who know how to use it becomes clutter. Blair spends much of his time ensuring his team understands the technology deeply enough to keep the guest experience effortless. The strategy depends on teams who can think like data analysts and act like hosts.Key takeaway: Martech and AI can elevate on-property hospitality when used to deepen human connection instead of replacing it. Integrate systems that unify guest data, but prioritize training and comfort among your team. When your people trust the tools and your guests feel known, technology quietly fades into the background while loyalty takes center stage.Customer Loyalty and Personalization in Casino MarketingCasino marketing has operated on autopilot for too long. Guests still get dropped into massive segmentation buckets, treated as if their weekend habits, entertainment tastes, and spending patterns are interchangeable. Blair describes it bluntly: “We still send show offers to guests who’ve never been to a concert in their life.” That single sentence captures the outdated logic behind much of hospitality marketing. The data is there, but the systems fail to translate it into actual relevance.Blair’s vision for Foxwoods looks very different. He wants every guest communication to reflect an individual’s real-world behavior across the property. The system should recognize the guest who booked a John Legend concert last year, scheduled a spa visit before dinner at the steakhouse, and played slots into the night. That pattern should generate communications that align with their habits instead of contradicting them. The goal is not another loyalty campaign; it is a personalized experience that extends far beyond the walls of the casino.“Pre-booking, post-booking, everything in between should feel connected and meaningful,” Blair says. “It should never just be noise.”The complexity behind that ambition is immense. Each behavioral variable—favorite artist, time of year, dining preference, game type—multiplies the possible outcomes. A small addition in logic can create thousands of potential message combinations. Casinos also face stricter rules on data sensitivity than most industries, so scaling personalization demands precision. The technical lift is enormous, but the payoff is real: when every offer feels relevant, engagement increases without resorting to gimmicks or discounts.The most important shift is cultural, not technological. Marketing teams need to stop thinking of messages as promotions and start thinking of them as part of the guest experience. When personalization is treated as hospitality, not marketing automation, it starts to feel natural. That mindset transforms every text, push notification, and offer into something that extends the stay rather than interrupts it.Key takeaway: One-to-one personalization in casino marketing depends on operational discipline, unified data, and a mindset shift. Start by mapping how guests actually experience your property, then use that data to inform relevant communication across every channel. That way you can replace noise with value, and marketing becomes an extension of the hospitality experience itself.Using the Right Marketing Channel for the Right Goal in HospitalityCoordinating multiple marketing systems inside a casino is like running a live concert with half the band still tuning. Each channel (email, mobile, social, in-property signage) operates on a separate timeline, using different data and often speaking a different language. Blair knows this chaos well. His goal is to make those systems play in harmony, producing a s...