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Live Conference Recap BY Grace Turney | April 28, 2026

Navigating Superintelligence at Work: The Role of Leadership, Trust, and Organizational Readiness

At her dentist’s office not long ago, Sandy Carter found herself in a surprisingly futuristic conversation—not with a doctor, but with a dental hygienist who was explaining how AI was creating a digital twin of Carter’s teeth. The hygienist, eager to keep up with the technology that had entered her workplace, had enrolled in a community college course so she could answer questions from curious patients.For Carter, it was a perfect illustration of the moment we’re in. AI isn’t arriving; it’s already embedded in the everyday tasks of ordinary workplaces, from dental chairs to marketing departments to customer service queues. The question isn’t whether to engage with it, but how to lead people through it.Carter, chief business officer at Unstoppable Domains and author of AI First, Human Always: Embracing a New Mindset for the Era of Superintelligence, shared that conviction, and a great deal of hard-won practical wisdom, during a fireside chat at From Day One’s Silicon Valley conference. In conversation with Steve Koepp, editor in chief and co-founder of From Day One, Carter explored AI adoption, organizational change, and the role of leadership in the AI-era. A Long View on a Fast-Moving TechnologyCarter has been working with AI since 2013, well before the concept became popular and well-known. She was part of the IBM team that deployed AI for Jeopardy! and later helped produce what she calls the first AI-generated cookbook, a collaboration with the Culinary Institute that she describes as an early glimpse of generative AI. “It was kind of like the first taste of Gen AI coming way long ago,” she said.That long view shapes her perspective on the current moment, which she described in her book using a chapter titled “Exponential Baby.” Change is accelerating, she acknowledged, but she’s skeptical of the anxiety it produces. To put the pace of adoption in context, she cited a chart tracking AI usage across millions of people. What it shows surprised even her: roughly 80% of people haven’t used AI at all. About 15% have tried it, but only the free version. Just a small fraction (around 2.5%) have used paid tools that allow them to actually build with AI. And the share developing agents, the most sophisticated form of AI deployment, is barely 1%.Carter signed copies of her book AI First, Human Always for session attendees Her point wasn’t to minimize the urgency, but to dispel the panic. “You’re not behind,” she said. “Everybody doesn’t have the pink cup today.” She was referring to her daughter’s conviction that all her classmates owned a coveted limited-edition Stanley Cup, until Carter called around and discovered that nobody actually had one. “The same thing applies here.”The Trust GapThat doesn’t mean AI adoption is going smoothly. One of the most significant obstacles Carter identified is what she calls the trust gap: a disconnect between how executives perceive AI’s capabilities and how employees experience them on the ground.She pointed to forthcoming research from WalkMe, recently acquired by SAP, which found a 4x trust gap between executives and employees in their confidence around AI. Carter illustrated the problem with a story. She was invited to review an AI dashboard at a Fortune 50 company. The executives walked her through it, everything was green. After they left the room, she turned to the team leads. “I said, ‘Really surprised that your dashboard was all green. I’ve never seen an all green AI dashboard before.’” The team leads confirmed her suspicion. Workarounds had been built; manual processes had been quietly substituted; but the dashboard continued to reflect optimistic metrics. The contrast she offered is Mercedes-Benz, where senior leaders have developed their own agents and brought employees across the entire organization, from assistants to car painters, into rooms together to evaluate where AI works and where it doesn’t. “That’s the best practice that we should be looking at,” Carter said.Agents as TeammatesAt Unstoppable Domains, Carter has put her philosophy into practice. Rather than deploying AI as a tool or using it as cover for layoffs, her team has built a structure in which AI agents function as named teammates, reporting to human managers in an expanded org chart.Inspired by Alice in Wonderland, the team’s 12 agents (including the Red Queen, who handles campaign analysis, and the Mad Hatter, who serves as a brainstorming engine) were chosen collectively, not handed down from the executive suite. The agents report to people managers, and the team has grown its roster from 12 to 45. To incentivize collaboration, when an agent produces something valuable, the human team it supports receives a bonus.The most striking data point from this experiment involves Gen Z workers. Citing a recent survey, Carter noted that 47% of them said they would prefer an AI manager. “It doesn't speak well to the quality of bosses,” said Koepp. But Carter’s explanation was more nuanced. “Why do they want an agent as a manager? Not political. They’re fair. And they don’t care if I work from home.”She sees this as an early sign that agents will eventually take on managerial roles, and that HR needs to be ready for the people questions this raises: Who owns agents? Do they have performance plans? How do you coach managers who are managing both people and AI?The Customer Use CaseFor businesses still on the fence about AI investment, Carter offered a concrete example from her company’s customer service operation. Unstoppable Domains has 4.8 million customers, and its AI agent now handles 48% of all customer service inquiries, without any layoffs. But the story she found most compelling wasn’t the efficiency gain. It was that the company moved to number one in customer satisfaction in its category.The key was rethinking what customer service could do, not just automating what it already did. “Why does customer service just identify a problem?” she asked. Now, when an agent identifies an issue, it can also resolve it, logging the fix in GitHub for an engineer to approve. The agent also flags incoming new customers who run into trouble, prompting personalized outreach from the community support team. New customer acquisition has risen as a result.This is the potential Carter returns to repeatedly: not AI as a cost-cutting mechanism, but AI as a means of raising the ceiling on what’s possible. She cited Deloitte, McKinsey, and a BMW report finding 38% higher productivity when humans and AI work together. “AI plus humans yield stronger results,” she said.What AI-First Leaders Look LikeCarter outlined three qualities she believes define effective AI-first leaders. The first is authenticity: knowing what you understand and what you don’t, and being willing to say so.The second is the capacity to reimagine. The most successful companies she works with don’t start by asking how to automate what they already do. They ask: if we were a startup today, with access to AI, how would we build this function from scratch?The third quality is what she calls being “fearless,” or, in her framing, shifting from brainstorming to what she calls “playstorming.” Executives who want to lead with AI have to be willing to get their hands dirty and fail in front of their teams. “This is not a technology that you can just think about theoretically,” she said. She described vibe coding the AI agent for her own book across 17 different platforms herself, learning from the experience rather than delegating it.Carter closed with what she considers the most important strategic reframe for organizations navigating AI. Most companies approach transformation in the wrong order: they select a platform, then redesign processes, then figure out what to do about people. The companies that fare best flip the sequence entirely: starting with readiness at the human level, then process, then technology.And in that people-first model, she says, HR is central. “I’m going to argue that I think the most important person in the transformation is you guys,” she told the room of HR leaders. “You deal with the people. And I think people is really where it’s at.”Grace Turney is a St. Louis-based writer, artist, and former librarian. See more of her work at graceturney17.wixsite.com/mysite.(Photos by Josh Larson for From Day One)

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Feature BY Erin Behrens | March 23, 2026

Building a Professional Community to Deliver Smarter, More Strategic Employee Benefits

For most employees, consideration of benefits comes up once a year during open enrollment. But for the people designing them, it’s a year-round effort that involves employee listening, cost and needs analysis, community building, and adaptation to a landscape that’s always changing. Rising healthcare costs, growing employee expectations, and an increasingly complex array of offerings have turned benefits into one of the most strategic areas of the workplace. From Day One spoke with Gui Wu, VP of total rewards and benefits at the consulting firm Accordion, and more recently, the incoming president of the NYC Metro Chapter of the International Society of Certified Employee Benefit Specialists. ISCEBS is a professional organization for benefits and compensation professionals, focused on education, networking, and credentialing. The main credential they recognize is the Certified Employee Benefit Specialist (CEBS) designation. This is widely recognized in the employee-benefits field and demonstrates expertise in areas like retirement plans, health and well-being benefits, compensation, and financial planning. The CEBS designation is earned by completing coursework and passing exams developed by the International Foundation of Employee Benefit Plans in partnership with The Wharton School. It’s now considered the gold standard for benefits professionals. Wu shared insights on how the chapter provides insights and meaning for benefits leaders, the community being built through its membership, and key trends shaping the industry. Excerpts from our conversation:Q: How does membership in ISCEBS support benefits professionals?A: There are different entities tied to the society, but what I can speak to is the designation itself—the credential. It has a long history of credibility, dating back to when it was first founded [in 1976]. The designation is often a requirement, or at least preferred, for many benefits roles you see on LinkedIn, Glassdoor, and other job boards. So it carries a lot of professional credibility. Q: What does it mean to be certified and how does that make a difference for you as a benefits professional? What’s the benefit of getting involved?From Day One spoke with Gui Wu, CEBS (company photo)A: It’s really about the depth of the content itself. Right now, the program has five exams, covering everything from general benefits administration to ERISA, how it has evolved since inception, and a lot of compliance context. It can be challenging, but operating in the benefits world means you deal with HIPAA information, participant assets, and employer data, so compliance is critical. The program provides a strong foundation in compliance, legal issues, and benefits administration.Credibility is another major benefit. It makes you more marketable. Similar to SHRM, when people see the CEBS designation, they know the time and effort required to earn it, studying the health and welfare space, compliance, and retirement programs.Another important aspect is the people. CEBS connects you with other designation holders who work in the same space, so you can share ideas and best practices. For example, through the New York City ISCEBS chapter, I’ve connected with many benefits leaders. We meet regularly to discuss our programs, share stories, and exchange insights about trends, always maintaining confidentiality and HIPAA compliance, but it’s a great way to manage the portfolios more effectively. Q: The community aspect seems very important. It seems to be a sometimes niche space, and it’s also constantly changing. How does being part of the ISCEBS community help benefits professionals stay connected and up to date?A: It’s a small space, and people evolve. Benefits is such a relationship-driven business. I started my career at Cigna as a medical underwriter, and I knew a lot of the sales and account management team there. Over time, some of them moved to the broker space as consultants, while others went to the TPA, or third-party administrator, side. It’s almost like the same group of people rotating through different roles, including myself.Building on trust is crucial because it really is a relationship business. Being able to articulate the ins and outs of the work, given my underwriting background, with former colleagues is a really rewarding experience. There’s something special about working on the same account again after a few years, but from a different side of the business.Q: Can you speak about any trends you’re seeing in benefits, at your company, but also, when you’re speaking with other leaders? What are people most interested in?A: I think you can’t really have this conversation without touching on GLP-1s. Prescription costs are definitely out of control for many organizations and plans, and that’s likely to continue for the foreseeable future. It’s really important for employers to stay on top of the solutions available to help contain costs. Fortunately, we haven’t had to drastically change our prescription programming, but many organizations are facing that challenge.I also think regulatory pressures and broader healthcare reform are adding complexity. Health insurance carriers and pharmacy benefit managers are under a lot of scrutiny, which in turn puts pressure on employers with rising claims costs. Some of this shifts more toward commercial insurance versus Medicare, because if provider networks or health systems aren’t getting adequate funding or reimbursement from Medicare, they have to make up the difference elsewhere. That’s why healthcare systems and providers are experiencing longer negotiations with insurance carriers when renewing contracts, which negatively impacts members. Q: How have you seen employee expectations shift in recent years? A:  Employer responsibility has grown significantly compared to 20 years ago. Now, employees are looking for solutions like student-debt assistance, which is one of the largest types of debt in the U.S. Offering these benefits has become crucial for people evaluating job offers.From a macro perspective, employees are paying much closer attention to benefits. Our job is to communicate and educate them on the full value of what the organization offers. Total compensation includes not just base salary, but medical and dental insurance, subscriptions paid for by the company. For benefits professionals, this means doing a better job of cost containment, ensuring programs operate efficiently and premiums don’t rise faster than salaries. That’s critical to providing meaningful value to employees while maintaining sustainable benefits programs. Q: Is there anything else you wanted to share?  A: We host quarterly events that provide educational content eligible for three CEBS credits. Following the sessions, we host a happy hour networking opportunity for our members. If you’re interested in joining one of the events, or learning more about the ISCEBS, you can contact us here: cebs@ifebp.org.Erin Behrens is an associate editor at From Day One.(Illustration by gvardgraph/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
Desiree Booker(Attendee) profile picture

“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
Florangela Davila(Attendee) profile picture

“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.
Trisha Stezzi(Attendee) profile picture

“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
Vivian Greentree(Attendee) profile picture

“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
Chip Maxwell(Attendee) profile picture

“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
Kayleen Perkins(Attendee) profile picture

“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
Michaela Ayers(Attendee) profile picture

“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
Sarah J. Rodehorst(Attendee) profile picture

“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
Angela Prater(Attendee) profile picture

“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
Joel Stupka(Attendee) profile picture

“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
Alexis Hauk(Attendee) profile picture

“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