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Feature BY Erin Behrens | February 18, 2026

When Chatbots Start Showing Ads, Who Wins?

Super Bowl viewers accustomed to the usual peppy ads for snacks and car insurance were treated to a new wave of brands competing for attention during last week’s game: dueling AI platforms. Ads for OpenAI took an earnest tone, promoting the use of its Codex tool for creators with the theme, “You Can Just Build Things.” But its archrival Anthropic, on the other hand, went on the attack, aiming to gain an advantage over a question on every marketer’s mind: when will advertisements start appearing in the answers to our AI prompts? Anthropic’s ads formed a quick response to the announcement of paid ads coming to OpenAI’s ChatGPT. The opening round in the Super Bowl foreshadows an exciting time for marketers, a confusing time for consumers, and a hypercompetitive time for these leaders in AI. Anthropic’s Super Bowl campaign, touting its Claude platform, offered a calculatedly dystopian glimpse of ads in AI. In the commercial that drew the most attention, the lead asks, “Can I get a six-pack quickly?” His extra-jacked training partner recommends, in a suspiciously lagging monotone, that the kid try “Step Boost Maxx, the insoles that add one vertical inch of height,” leaving the youth confused as the slogan flashes: “Ads are coming to AI. But not to Claude.” Anthropic says it will support Claude through paid subscriptions, among other means.The commercial lead asking his training partner for advice (photo via Anthropic) Meanwhile, OpenAI is positioning this change as pragmatic. The company’s CEO, Sam Altman, has framed ads as a way to make the service more accessible. Sponsored placements may be tested for users on the free plan, with clear labeling and a separation from core answers, the company posted. The stated goal is to fund the platform while preserving trust, ensuring users can distinguish between helpful guidance and promotional content. Rethinking Marketing Strategies The looming reality of sponsorships on AI platforms is sure to alter marketing strategies. “Sponsorship on AI platforms is right around the corner, especially as these tools mature and look for sustainable revenue models,” Katie Conrad, general manager of customer performance and insights at Delta Air Lines, told From Day One.“We’re already seeing high-intent behavior shift into AI, from Cyber Monday shopping to full trip planning, which means brands are entering the consideration set earlier than ever,” Conrad said. Instead of scrolling through search results, a consumer might ask a chatbot, “What’s the best 65-inch TV?” or “Which standing desk is worth it?” These high-intent questions could easily and quickly be solved as sponsored content makes its way to chatbots. If AI becomes the first stop for answers, it also becomes a battleground for brand visibility. Companies will increasingly optimize not just for clicks, but for being the answer, positioning themselves within AI-generated recommendations in ways that feel authentic and helpful to consumers.Preserving Brand and IntegrityThese ads will likely be hyper-targeted, a dynamic that will land in a variety of ways with consumers. Some will appreciate ads that feel genuinely helpful, while others may see that level of precision as invasive. “People will value authentic content that showcases your lived experiences and POV instead of informational content,” said Sooraj Divakaran, marketing director at Firstsource. Even so, “[marketers] will need to be very thoughtful with how they use this new channel and what they want to achieve from it. The larger question is how the sponsorship will align with what you’re trying to do as a brand,” Divakaran said, citing the case of Anthropic’s recent partnership with the Williams F1 auto-racing team as their official thinking partner. “If what you’re trying to do as a brand is closely aligned with any of these brands, then the partnership will make more sense,” Divakaran said.When it comes to brand trust, the stakes are high. AI carries a sense of authority while also feeling personal, almost like a one-to-one conversation. That combination is powerful yet fragile. Sponsored suggestions that feel pushy or misleading could backfire quickly, much like in the satirical Super Bowl scenario Anthropic depicted. “The challenge will be protecting trust, because the power of something like ChatGPT is perceived objectivity, so any sponsored presence has to feel native, transparent, and genuinely useful or it risks eroding the very behavior brands want to tap into,” Conrad of Delta said. The Chatbot Super Bowl FeudWhile OpenAI CEO Sam Altman emphasizes accessibility, Anthropic’s ads clearly made an impact, according to post-game data. “The maker of the Claude chatbot saw visits to its site jump 6.5% following its Super Bowl advertisement that took a swing at rival OpenAI’s decision to bring ads to ChatGPT,” reports CNBC. The ad put Claude into the top 10 free apps on the Apple App Store and drove an 11% increase in daily active users, outperforming competitors like OpenAI, Google Gemini, and Meta.Was it just an effective ad, or is it tapping into deeper consumer insights? The Super Bowl spot for Claude may have driven clicks and installs, but it also raises a bigger question: how comfortable are users with advertising in this new form of media that takes on the role of a trusted advisor? Customers are used to seeing pay-per-click (PPC) ads appear in search-engine results, usually posted above the list of non-paid results, but AI chatbots started off with non-commercial personas. As they become the first stop for information, from shopping recommendations to trip-planning, users may start noticing sponsored responses in places they previously expected neutrality. Brands see opportunity, but the presence of ads in AI could shift trust, influence behavior, and even change how people interact with these platforms. The competition has only begun, but Anthropic’s campaign may be signaling the new rules of engagement.Erin Behrens is an associate editor at From Day One.(Featured photo by alexsl/iStock)

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Virtual Conference Recap BY Katie Chambers | February 05, 2026

Using Technology to Fill the Gaps in Your Marketing Funnel

“I’ve always looked at data and patterns to solve customer and business problems and marketing problems,” said Shana Sood, chief marketing and communications officer at Prudential. She has always leveraged her background as a data analyst in her current role, which focuses on customer marketing and technology, she said during a fireside chat at From Day One’s January virtual conference. When reaching the customer requires a multi-layered approach, analytics can help fill the gaps, she says.Sood envisions Prudential’s technology as serving two layers of customers: B-to-B-to-C, from the tech team to the financial advisors to the clients. She analyzes both existing technology stacks and new models to determine the best approach to “collect the breadcrumbs all the way from the start,” identifying client needs and simplifying financial jargon so end users can better understand it. “For me, how technology bridges this gap is: first, tell us how the customer is speaking about these products, how the customer is thinking about these products, [and] how they shop. What are their journeys?” she said. “And then, how do I then prop up my advisor with the right tools and the right education to be able to [provide] the right product based on whatever the customer needs at that point.”The key, she says, is “data-driven personalization,” which integrates with the content management system, Adobe website interaction insights, and the Salesforce marketing cloud. Prudential’s platform includes a feedback loop that shows the customer journey: what they searched for on the website and where it led them. It then uses that info to identify the best emails to send the customer based on their current needs. It also helps determine the next best action, such as a phone call from an advisor to help the customer with their financial decisions. “All of this is made possible with data pipelines between multiple systems,” Sood said. Because financial decisions impact many areas of a person’s life, they can be highly emotional moments. Sood sees retirement planning and life insurance selection as major emotional hurdles. “These things very quickly and very vehemently trigger avoidance from the customer, because as humans, we don’t want to see ourselves old. We want to avoid the topic of not being here,” she said. No matter how simple or complex the product, the customer must be emotionally ready for the conversation. And of course, an already fraught discussion can easily become bogged down by financial compliance language and daunting legalese.It’s Sood’s job to bridge the gap between emotional need and financial product being sold: “When you have a kid, you’re going on Google and you’re searching for, ‘How do I finance their education?’ You’re not searching for, ‘How do I open a 529?’” When the average consumer doesn’t know what “529” means, including that phrase in all your financial messaging may not help. But bidding on keywords like “confused about kid’s education” will. “You’re almost translating,” said moderator Megan Ulu-Lani Boyanton, business reporter at the Seattle Times. Incorporating Emerging Technologies Sood sees AI as the latest step in a much longer evolution of data-driven marketing. For decades, teams have used statistics and manual analysis to predict customer behavior. AI “has removed a lot of those manual gymnastics.” Rather than replacing human judgment, AI is accelerating it, especially through generative and agentic use cases that help scale content and decision-making.At Prudential, that means empowering advisors with AI tools that synthesize complex product information into clear, conversation-ready guidance. Instead of navigating a “labyrinth of pages and microsites,” advisors can prompt an AI agent to surface the most relevant products for a client’s needs, streamlining preparation while leaving the final judgment firmly in human hands. Sood says AI reduces friction and manual labor, but “it is [ultimately] the judgment of the advisor on what packet to use and what to say.” AI’s greatest gift to the industry has been streamlining a process that has long existed. Shana Sood, chief marketing and communications officer at Prudential Financial, was interviewed during the fireside chat (photo by From Day One)Sood cautions that AI should be used sparingly in the financial services industry because it involves taking risks with people’s money. Identifying fraudulent behavior is a serious concern possibly best left to human critical thinking. She also warns that website personalization techniques have to be carefully employed so that they are compliant with FINRA and SEC regulations, subtleties that sometimes AI does not understand. That is my biggest challenge [with AI],” Sood said. “I have to be very mindful, and I have to adopt the regulatory framework in using and scaling a new tool.” The implementation of AI tools, she says, should involve a thorough exploration of customers’ needs, many rounds of testing and case studies, consultations with legal and regulatory experts, and an intentional measurement plan that notes both financial successes and harms. Sood sees herself as a “realist” when it comes to technology. I’ve worked in the data grind so much that I am always aware of the 100 ways we can fail in adopting a new technology,” she said. “You can adopt a new shiny tool, but then if your processes and people are not structured to use it, then it’s going to fail.” And she emphasizes that less is more: KPI’s need to be consolidated at a business level. “If a company has multiple product teams or multiple business divisions, and each of them is incentivized to sort of make their email program deliver more click-throughs and more engagement, they will keep bombarding their customers with their next best message without realizing that ultimately it’s the same customer that is being reached out [to] by all three of them.” Sood says strong vendor partnerships help organizations strike the right balance between healthy skepticism and falling behind, especially as competitors adopt new technologies. She emphasized the importance of digging beyond headline success stories to understand how and why a tool delivered results, and whether those conditions actually apply in a financial services environment. Once relevance and adaptability are established through due diligence, the goal is to move quickly into testing, embracing early adoption without skipping the hard questions.A Legacy Company Looks to the Future As Prudential enters its 151st year, the corporate culture continues to innovate and grow. “At Prudential, there is a very intentional strategy to carve out innovation centers. Not blunt-force tools to disrupt everything. There is a very careful balance,” she said. “We carve out a very intentional sort of audience, a test case [for a specific] environment, we will try a new tool, and we will see how it does.” Progress is not just about chasing new technologies but also refining the ones already in place. To better reach their audiences, Sood says companies should start by maximizing the value of their existing technology and data, “milking the cash cow” of the current tech stack. Most organizations already hold rich customer, behavioral, and churn data, but it lives in siloed systems that prevent teams from spotting patterns or delivering timely, personalized experiences. Simply connecting those systems isn’t enough. Without cross-channel orchestration, aligned content, and clear next-best-action strategies, even unified data won’t translate into meaningful customer engagement.Looking ahead, Prudential anticipates a major wealth transfer from Baby Boomers to Millennials. Don’t assume that the wealth transfer will keep your paradigm the same. “Don’t assume you can use the same language [and] tactics to be able to resonate with who the wealth is being transferred to. If it is more women, if it is more young customers, then you have to change how you’re staggering on the digitization spectrum,” she said. The organization is currently researching future customer needs, motivations, behaviors, and communication styles to refine how it presents itself to them. “Anything that can simplify and unify—that is what is most needed in the financial services landscape.” Katie Chambers is a freelance writer and award-winning communications executive with a lifelong commitment to supporting artists and advocating for inclusion. Her work has been seen in HuffPost, Top Think, and several printed essay collections, and she has appeared on Cheddar News, iWomanTV, On New Jersey, and CBS New York.(Photo by ArtemisDiana/iStock)

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What Our Attendees are Saying

Jordan Baker(Attendee) profile picture

“The panels were phenomenal. The breakout sessions were incredibly insightful. I got the opportunity to speak with countless HR leaders who are dedicated to improving people’s lives. I walked away feeling excited about my own future in the business world, knowing that many of today’s people leaders are striving for a more diverse, engaged, and inclusive workforce.”

– Jordan Baker, Emplify
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“Thank you, From Day One, for such an important conversation on diversity and inclusion, employee engagement and social impact.”

– Desiree Booker, ColorVizion Lab
Kim Vu(Attendee) profile picture

“Timely and much needed convo about the importance of removing the stigma and providing accessible mental health resources for all employees.”

– Kim Vu, Remitly
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“Great discussion about leadership, accountability, transparency and equity. Thanks for having me, From Day One.”

– Florangela Davila, KNKX 88.5 FM
Cory Hewett(Attendee) profile picture

“De-stigmatizing mental health illnesses, engaging stakeholders, arriving at mutually defined definitions for equity, and preventing burnout—these are important topics that I’m delighted are being discussed at the From Day One conference.”

– Cory Hewett, Gimme Vending Inc.
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“Thank you for bringing speakers and influencers into one space so we can all continue our work scaling up the impact we make in our organizations and in the world!”

– Trisha Stezzi, Significance LLC
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“From Day One provided a full day of phenomenal learning opportunities and best practices in creating & nurturing corporate values while building purposeful relationships with employees, clients, & communities.”

– Vivian Greentree, Fiserv
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“We always enjoy and are impressed by your events, and this was no exception.”

– Chip Maxwell, Emplify
Katy Romero(Attendee) profile picture

“We really enjoyed the event yesterday— such an engaged group of attendees and the content was excellent. I'm feeling great about our decision to partner with FD1 this year.”

– Katy Romero, One Medical
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“The From Day One Conference in Seattle was filled with people who want to make a positive impact in their company, and build an inclusive culture around diversity and inclusion. Thank you to all the panelists and speakers for sharing their expertise and insights. I'm looking forward to next year's event!”

– Kayleen Perkins, Seattle Children's
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“I had the pleasure of attending From Day One. My favorite session, Getting Bias Out of Our Systems, was such a powerful conversation between local thought leaders.”

– Michaela Ayers, Nourish Events
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“Inspiring speakers and powerful conversations. Loved meeting so many talented people driving change in their organizations. Thank you From Day One! I look forward to next year’s event!”

– Sarah J. Rodehorst, ePerkz
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“I had the distinct pleasure of attending From Day One Seattle. The Getting Bias Out of Our Systems discussion was inspirational and eye-opening.”

– Angela Prater, Confluence Health
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“From Day One did an amazing job of providing an exceptional experience for both the attendees and vendors. I mean, we had whale sharks and giant manta rays gracefully swimming by on the other side of the hall from our booth!”

– Joel Stupka, SkillCycle
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“Last week I had the honor of moderating a panel on healthy work environments at the From Day One conference in Atlanta. I was so inspired by what these experts had to say about the timely and important topics of mental health in the workplace and the value of nurturing a culture of psychological safety.”

– Alexis Hauk, Emory University