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Virtual Conference Recap BY Kristen Kwiatkowski | January 07, 2026

Matching Employee Expectations to Economic Realities: Where Leaders Should Focus

From expanded mental health support to virtual healthcare access, employers have adapted to employees’ evolving needs since Covid. But those offerings are only part of the picture. Many workers are also asking for more affordable healthcare benefits. How can employers respond to these requests, and what other forms of economic support do employees expect from company leaders?These concerns were addressed during an executive panel discussion moderated by Megan Ulu-Lani Boyanton, business reporter with The Seattle Times, at From Day One’s December virtual conference. Ulu-Lani Boyanton started off the session by asking what the panel guests often hear from their employees regarding healthcare wants and needs. “Employees want comprehensive benefits that make showing up to work easier as they grow and raise their families and care for their personal health,” said Gianna Cruz, director of client success at Maven Clinic.“In our latest State of Women’s and Family Health Report, 69% of those who were surveyed said that they would take or have considered taking a new role or a new job because it offers better reproductive and family benefits to them and their families,” said Cruz.“I think what we’re really seeing now is a push to personalization,” said John Von Arb, VP of total rewards for Essentia Health. Expanding voluntary benefit strategies in addition to the core benefits offered is what people are now looking for, he says. “Generational differences within the workforce today do drive a lot of the conversation around what the needs are because one size does not fit all anymore,” he said.Kimberly Young, SVP of total rewards at Amentum, a global leader in innovative technology solutions and advanced engineering, highlighted the importance of affordability and a work-life balance as benefits sought after by employees. “Obviously affordability is the number one priority, so a lot of the feedback is targeted towards the escalating costs,” said Young. “From a premium perspective they want turnkey care for a much lower cost.” “And they want something that covers a work-life balance,” added Young. “We find ourselves today trying to balance all of that.” How Employee Needs Changed Post-CovidThe needs of employees and their economic concerns have also changed since Covid. For healthcare industry professional Von Arb, it’s undeniable that Covid played a big part in changes within his organization. It was a “game-changer” for the industry, he said. Mental health support became a focal point, with about 150 employees trained in peer-to-peer support, he said.Since Covid, clients now view Maven’s benefits as a core part of a strong, effective benefits package rather than a nice-to-have, says Cruz. There’s also more of a focus on overall access to care, and specifically access that might have been limited during Covid. In general, there’s a push for equitable access in a virtual setting at a global scale.  Post-Covid, there’s been a greater emphasis on mental health and wellness, Young says, along with increased focus on activity and flexibility as many employees continue transitioning back to work. Meeting Employee Expectations Regarding BenefitsThe panelists shared a range of approaches to meeting employee expectations, from offering greater choice and flexibility in plans to providing holistic support, chronic disease management, and tools that support lifestyle changes.Panelists spoke about "Matching Employee Expectations to Economic Realities: Where Leaders Should Focus" during the virtual panel session (photo by From Day One)Essentia Health strives to handle much of its benefits in house from the health plan perspective, Von Arb says, while identifying gaps where additional support is needed. The organization continues to focus on chronic disease management, covering weight loss medications such as GLP-1s, and exploring options that support lifestyle and life management changes.The organization also “built out a more robust value-based design strategy,” he said. This is done by getting groups of leaders together from the various departments. Doing so helps to answer the question, “How do we get members to engage with their own health journey?”Young stated that choice and flexibility based on different plan designs along with a robust mental health program were some solutions her company has offered to employees. “We’ve tried to introduce a variety of benefits that touch all aspects of the employee experience,” said Young. Cruz added that employers are expanding women’s and family health benefits and that employees increasingly expect more holistic support. She is especially enthusiastic about Maven’s maternity program, which helps employees in rural or underserved areas access care and supports them throughout pregnancy and the post-pregnancy period.How Technology Plays a RoleTechnology is also changing workers’ support in a major way. “Technology extends the ability for individuals to access, not just care, but high quality care if they live in an area where access is limited for whatever reason,” said Cruz. “Clients really utilize Maven’s round-the-clock virtual support.” “We’re focused on data-driven personalized coordinated care and helping employers deliver that to their employees and we’re also really focused on offering a seamless patient experience,” said Cruz. Technology and AI can really help members with their journey. When AI is used, it can help employees navigate all the options from a healthcare perspective, says Young. Personalization is vital because everyone’s journey is different. But to be effective, it has to be employee friendly, Von Arb said. From an HR perspective, many AI tools have made progress in this area, though some payroll, benefits, and HR systems still lag in using AI to support the employee experience.Ultimately, the discussion underscored that effective benefits strategies are no longer about adding more offerings, but about designing systems that are accessible, affordable, and responsive to employees’ real lives. As expectations continue to evolve post-Covid, employers face growing pressure to listen closely, personalize thoughtfully, and leverage technology in ways that genuinely support health, well-being, and long-term economic security.Kristen Kwiatkowski is a professional freelance writer covering a wide array of industries, with a focus on food and beverage and business. Her work has been featured in Eater Philly, Edible Lehigh Valley, Cider Culture, and The Town Dish. (Photo by Benjamas Deekam/iStock)

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Feature BY Emily McCrary-Ruiz-Esparza | December 15, 2025

Training for AI: Six Ways HR Leaders Are Getting Their Teams Up to Speed

As corporate America operationalizes AI at an ever-increasing rate, “HR is going to be the one figuring out how to connect the dots,” declares Dan Kaplan, managing partner and co-head of the CHRO practice at ZRG Partners. Company-wide AI rollouts are ultimately an HR matter, he argues, since they affect productivity, headcount, culture, and revenue. A new report from McLean & Company found that while 68% of companies are using AI, just 14% have a formal strategy. To get a handle on the new tech, some HR teams, like the one at New York Life, are taking the lead on adoption. The insurance firm launched its enterprise-wide AI training program in April, but HR had already been part of early pilots in 2023, testing internal systems that later scaled across the company.“Because of our early experiences with AI, HR became an essential voice for the broader rollout,” said Elliot Steelman, head of employee relations and leader of the HR department’s AI initiative. His team built fluency in prompt engineering, skills intelligence for talent mapping, analytics for long-term planning, and GPT creation. That is, generative pre-trained transformers, the large language models underlying today’s tools.Approaches to training up the HR team on the latest in AI tech vary by organization, but many combine classroom sessions, company-wide knowledge-sharing meetings, messaging channels for swapping tips, and virtual sandboxes where employees can play and experiment. Here are six ways HR leaders are training their teams to use–and lead–with artificial intelligence.HackathonsAt New York Life, AI hackathons–intensive, collaborative workshops focused on solving specific problems–have become one of the most effective ways to build HR’s proficiency. “Of the thousands of GPTs created at New York Life, many of the most-used were developed by HR,” said Steelman. “To date, employees in our HR department have collectively built more than 100.”The company’s CEO, Craig DeSanto, made AI a company priority. By starting with learning and exploration, the company made adoption less intimidating. “Employees felt like they were driving the change, not chasing it,” Steelman said.S&P Global was also an early adopter. After acquiring AI and analytics company Kensho in 2018, the company began training employees almost immediately. During a From Day One webinar, the global head of people solutions, Tiffany Clark, noted that S&P hosts quarterly hackathons to help employees experiment with AI and solve real problems.Internal Tool Development and TestingSome HR teams are co-designing their own AI productivity tools. The people-operations team at Nextdoor, the hyperlocal social network, began experimenting with ChatGPT in 2022. The head of compensation and talent, Tony Castellanos, said that their early willingness to tinker with a tool that was still clunky, and adapt it to their needs, helped build lasting proficiency.“You need curiosity. You also need resilience and perseverance,” he said. His team has developed their own AI tools to automate common workflows and answer employees’ questions about things like open enrollment and immigration.In 2024, S&P Global rolled out an AI assistant to handle common questions for the people-operations team. In partnership with the AI strategy team, Clark’s team helped develop the framework and conduct testing, a move that’s been instrumental not only in how employees leverage the assistant, but in building the HR team’s literacy, she said.Some people-operations experts, like Janine Yancey, founder and CEO of Emtrain, want the department to take the initiative when it comes to AI use. “I’d love to see HR leaders be the first to the table,” she said at From Day One’s Midtown Manhattan conference in October.Secure Sandbox Environments Training needn’t be too structured, or even goal-oriented. Many companies simply invite employees to experiment with sanctioned tools in “sandbox” environments, where applications and code can be tested safely.At biotech firm Genentech, all employees are trained on AI principles, ethics, and responsible use. The company encourages experimentation within sandboxes, coupled with live sessions and peer-learning events where colleagues show off what they’ve built.These safe, low-stakes spaces where employees are free to make mistakes, take risks, and “learn out loud,” are essential to adoption, said Amelia Rosenman, director of programs at the Experience Institute, during a From Day One webinar. “Share both your successes and your failures. That’s what creates that safe environment, that risk-free sandbox,” she said.Messaging Channels for Trading TipsAt fintech company Stripe, the people operations team set up a Slack channel where employees share how they’re using AI for little productivity boosts. “We make a point of being transparent about how we’re thinking about the future,” said Róisín Daly, head of people solutions, during a panel on how innovative companies are using advanced HR tech. The same was done at Aspen Dental, which created a Microsoft Teams group dedicated to sharing ideas for responsible AI use. This went a long way to quelling concerns that using AI was in some way cheating, said VP of learning and development Katie Stangel during a virtual panel. “People are starting to celebrate and call out when they’ve used it, saying, ‘I use ChatGPT to help me with this outline,’ or ‘I used Articulate AI to help me with the design and development of the course.’ We celebrate that.”Peer-Led Demos and WebinarsPeer-to-peer learning has become one of the most widely used ways to get employees comfortable experimenting with AI. New York Life hosts live workshops where staff demo their own AI use cases for colleagues. These sessions are often led by what initiative leader Steelman calls “internal evangelists” and “AI influencers.” These champions normalize experimentation, model best practices, and accelerate adoption by showing what’s possible.Every department requires different AI training, said Marvie Wright, VP of HR at Qualfon, during a From Day One virtual panel discussion on AI in HR. To meet those varied needs, the company created a cross-functional task force to evaluate tools and department-specific use cases, weighing factors like budget and compliance requirements. As adoption has grown, Wright has even added an AI programmer to her HR team. “The possibilities are endless, and my company is excited to invest because we know this is leading to a more enhanced future,” she said.Fellow panelist Ari Levahi of Moody’s Global agreed, noting that while training formats needn’t differ by function, “it’s all about the unique use cases associated with the HR role.”Traditional Training Environments, Both Classroom and Virtual More traditional forms of learning still play an important role in ensuring consistent, baseline AI literacy across HR and the enterprise at large. Nextdoor trains its team in a virtual classroom, where employees spend one hour a week for five weeks learning how AI works and then experimenting with it in their daily tasks. “One of the things that we're excited about is just the broad range of opportunities,” said Castellanos. “We don’t want to be prescriptive about what people do because we want to tap into the creativity and ingenuity of everybody here.”That openness has already paid off. One recruiter trained an AI-powered voice interviewer to help her team practice candidate interviews, something that previously had no real-world, low-stakes equivalent. “She really embodies curiosity, creativity, and the desire to improve,” Castellanos said. “She has continuously experimented with very specific use cases, and when this opportunity came along, she was one of the first to recognize its potential.”Rote reporting and paper pushing “erode energy and deplete people’s reserves,” he added. With a more AI-literate workforce, “you see an elevation of conversation. We’re not talking about how to push a task forward–we’re talking about strategic objectives. And that’s a lot more fun.”Stripe’s L&D team created a course that employees can access on demand, while New York Life supplements hands-on hackathons with on-demand modules. These structured offerings give employees shared language and technical grounding, making experimentation, and safe use, easier across teams. They also brought in the experts to teach AI skills, inviting leaders from Microsoft and OpenAI as well as Conor Grennan, chief AI architect at New York University’s Stern School of Business.While only a small fraction of companies have formal AI strategies, those that do are already reaping the rewards. At New York Life, an internal survey conducted in June found that 90% of HR employees’ say that they are confident in using AI in their day-to-day work, with 92% of employees reporting they actively look for new ways to integrate the technology into their daily work. “That speaks volumes about our shared enthusiasm, growing confidence, and the trust we’ve built together,” Steelman said.For HR leaders, that may be the lesson: AI adoption isn’t just about deploying new tools, it’s about building a workforce that feels empowered, curious, and capable of shaping the future of work itself–and that can begin with HR itself.Emily McCrary-Ruiz-Esparza is an independent journalist and From Day One contributing editor who writes about business and the world of work. Her work has appeared in the Economist, the BBC, The Washington Post, Inc., and Business Insider, among others. She is the recipient of a Virginia Press Association award for business and financial journalism. She is the host of How to Be Anything, the podcast about people with unusual jobs.(Featured photo by FG Trade/iStock by Getty Images)

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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