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Live Conference Recap BY Carrie Snider | May 26, 2026

Leading HR Through the AI Transformation

AI is actively reshaping how organizations hire, develop, and support employees. But the biggest challenge now isn’t access to technology. It’s ensuring people stay engaged, trusted, and connected to their work as change accelerates.During a panel discussion at From Day One’s Seattle conference, industry professionals highlighted a shared reality: AI transformation is fundamentally a people challenge. The discussion was moderated by Seattle Times business reporter Megan Ulu-Lani Boyanton.From rebuilding trust and redefining meaningful work to reinforcing human value and responsible governance, the conversation made one thing clear: future-proofing HR means strengthening the human side of work, not replacing it.Addressing the Trust GapEmployees have been through a lot in recent years. Cathy Peterman, chief people officer of tech at Wayfair, doesn’t shy away from the reality many employees are experiencing, which is uncertainty layered on top of years of disruption. “We’ve dropped this AI transformation on six years of cultural and trust debt,” she said. Between the pandemic, economic instability, and waves of layoffs, employees are carrying a backlog of concern about whether they have a future in their current role. Panelist shared insights on "Future-Proofing HR With AI: How to Lead, Adapt, and Keep the Human Touch in a Tech-Driven Era"Context matters. Leaders can’t introduce AI purely as an efficiency tool without acknowledging the emotional landscape employees are navigating. Peterman emphasized transparency and shared ownership. “We’re all kind of figuring this out as we go,” she said. Peterman encouraged a collaborative approach. “Let’s be in it together. Let’s figure it out together.”This shift is about rebuilding credibility. Ignoring the past risks widening what she called the trust gap, while addressing it directly creates a path forward. As she noted, “We’ve had a tough six years together.”In a moment where AI brings both excitement and anxiety, trust becomes the differentiator. Organizations that acknowledge uncertainty and invite employees into the process will be better positioned to move forward together.AI Requires Human AwarenessFor Liz Friedman, senior director of HR AI transformation at Microsoft, the promise of AI in HR comes with a clear responsibility: staying grounded in human experience. Technology is advancing rapidly, but organizations can’t forget about their people. “We need to meet people where they are right now,” she said. This is especially true as employees feel stressed and overwhelmed by the pace of change.That emotional reality cannot be separated from AI adoption. Friedman described the current moment as “a very emotional place to be,” where questions about job security, purpose, and long-term impact are unavoidable. She also warned against over-reliance on automation itself. “One of the biggest dangers right now is that people are letting it do the thinking for them,” she said. This can lead to what she called “AI slop.” Instead, Friedman encouraged using AI as “a great thought partner” that expands thinking rather than replaces judgment.Ultimately, responsible AI is about intention, Friedman says. Organizations that slow down enough to ask better questions, acknowledge employee concerns, and protect critical thinking will be the ones that use AI not just efficiently, but wisely.Helping Employees Feel They MatterAmanda Myton, head of learning and development at Snowflake, underscored that one of the most pressing challenges in the AI era is deeply human. “The thing that was falling fastest amongst employees was a sense of mattering,” she said. In fact, employees are increasingly asking, “Does the work I do matter? If AI can do all of these things, how do I matter?”For leaders, that question cannot be left unanswered. Myton emphasized that managers play a critical role in helping employees reconnect to purpose by guiding reflection on value and contribution. She said, “What am I doing that is uniquely human? What value am I bringing?” framing it as a necessary lens for navigating AI-driven work.Myton also cautioned that adoption metrics alone can be misleading. “Teams can have high AI adoption, but low human connection, and on a dashboard they can look the same.” The real differentiator is what leaders do next. “It is where that manager reinvests those gains back into their teams that makes the difference,” she said.Ultimately, Myton framed this as a core responsibility for HR and learning leaders. “How are we making sure that folks still understand what their unique value is?” In a rapidly evolving workplace, reinforcing meaning is essential for maintaining engagement and motivation.Responsible AI Requires Strong GovernanceShannon Flynn, VP of corporate HR at Fortive, emphasized that the speed of AI adoption has forced organizations to rethink governance much earlier than expected. “We set up our AI machine learning team, but we quickly had to put in some governance in place,” she said, adding that experimentation alone is not enough once tools scale across an enterprise.Flynn also noted that governance cannot remain static. “The governance that we put in place seven years ago does not stand, and we have to continue to reinvent it,” she said, highlighting the need for continuous adaptation as AI evolves.A turning point in her thinking came from a personal experience with AI-generated misinformation. After using AI for research, Flynn discovered the system had fabricated a source. “It hallucinates, so you have to know that it will make stuff up because it wants to make you happy.”Because of this, she says, strong guardrails are essential. Organizations must clearly define: “Here is what you can use it for, and here is what you cannot use it for.” Ultimately, humans should begin a project and end a project, and AI can help in the middle.Carrie Snider is a Phoenix-based journalist and marketing copywriter.(Photos by Josh Larson for From Day One)

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Live Conference Recap BY Jessica Swenson | May 22, 2026

Personalizing Benefits While Keeping Costs in Check

Employers are shifting employee benefit models away from fragmented vendor ecosystems toward integrated solutions focused on outcomes rather than utilization, says Cara Dochat, PhD, clinical specialist at Sword Health.“We want options that are easy to use, easy to access, that help us manage our everyday conditions—not just the catastrophic ones when we’re in crisis—and that also feel personalized to us,” Dochat said.As budgets tighten amid continuously escalating economic pressures, organizations are seeking ways to improve employee health, engagement, productivity, and retention through personalized benefits, all while reining in spending. This was the topic of a panel at From Day One’s Seattle conference, moderated by journalist and healthcare communications specialist Alexis Hauk.By collaborating with vendor partners whose programs meet employees where they are, says Paris Ramsey, VP of health solutions for Aon, employers can help their teams reduce absenteeism and burnout through personalized care. Aon has identified an employee demand for virtual care pathways since the pandemic; virtual care also benefits workers who may live in areas known as care deserts. “Working with vendors that have really good access to care in that virtual manner allows employees to get the care that they need when they need it,” she said. Panelists spoke about "Personalizing Benefits While Keeping Costs in Check" in SeattleDochat described the evidence-based, personalized mental health services available to users through Sword Health’s clinician-driven, AI-supported platform. By shifting away from a session-based model of care to an always-on solution, she says, the company is able to offer in-the-moment mental healthcare to an expanded audience.An increasingly diverse global workforce means that organizations must also consider customizable benefits menus that can flex for local customs and culture. Ongoing employee feedback and demographic awareness has been critical to program design for her organization, says Vivian Hung, head of total rewards & HRIS at Enphase Energy. “The approach we take is global guardrails with local execution. We standardize on our global strategy and guiding principles. We make decisions based on external market competitiveness, internal equity, statutory compliance and, of course, employee experience,” she said. “Then we allow flexibility for our regions to execute based on what is best suited or best trending for that particular country.”However, even the strongest benefits programs can fail if employees don’t know what is available to them or how to use it. Panelists agreed that employee education and communication is key. For example, veterans transitioning from the military to a corporate environment may not know the differences between government healthcare and private employer systems, says Nick Rettenmyer, VP of total rewards at Shield AI. “When you have a population that hasn’t necessarily grown up in a corporate environment, there’s a big opportunity there to make sure that they understand the benefits, and what it can mean to them and their families.”Some companies use AI technology to drive engagement and help with decision-making. Hung highlighted ways that Enphase is “finding creative ways to optimize the programs [they] offer.” The company hosts monthly educational sessions about existing benefits and provides on-demand libraries of AI-produced videos that help employees learn more about how to engage and utilize those benefits, she says.“We’ve put a lot of tools in the hands of employees to help them to navigate that, especially around health benefits in the U.S.,” said Tristan Orford, VP of total rewards and M&A for SentinelOne. “You need to do the education to help employees understand what [specific health plans] look like in their own situation.”AI-powered decision support during open enrollment helps Aon employees proactively ask risk-based questions to narrow down solutions, reducing confusion, says Ramsey. “You get the engagement that you’re looking for because employees feel that they had a hand in the decision-making process, and they also understand what they’re buying at the same time.”Rettenmyer and his team are building a total rewards portal that will demonstrate the value of employee benefits programs in a meaningful way. By offering “a consolidated place where [employees] can start to self-select,” he said, “your spending becomes much more effective.”Jessica Swenson is a freelance writer and proofreader based in the Midwest. Learn more about her at jmswensonllc.com.(Photos by Josh Larson for From Day One)

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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