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Live Conference Recap BY Jessica Swenson | June 18, 2026

The Evolving Benefits Landscape: Personalization, AI, and the New Era of Employee-Centered Strategy

Many employers responded to increasingly diverse workforces and the pandemic-era talent landscape by adding niche benefits, only to find that employees either don’t know about them or aren’t using them. Amid continuously mounting financial pressures, those same organizations are now facing a renewed focus on the cost of benefits packages and their administration.“There is more focus from business leaders asking, ‘Do we need to be spending this extra money in these extra ways? Is this the right thing to do for our people?’” said Amy Waickman, global head of benefits at Arup. She suggests evaluating each benefit individually to determine whether it serves a clear purpose, is well-communicated, and is being used. “Because if it’s not, then what’s the value of having it out there?”In conversation with HR Brew reporter Mikaela Cohen at From Day One’s half-day Chicago benefits conference, Waickman discussed strategies to balance budget requirements with an optimized employee benefits experience.Growing legislation regarding pay transparency means that employees can more easily learn about and compare compensation with their peers. As a result, said Waickman, “benefits are going to become an increasing differentiator in total rewards packages.”While budget constraints can force difficult benefits decisions for employers, she recommends taking a structured, cautious approach rather than abruptly pausing or cancelling offerings. Organizations need to know why they’re pausing a benefit and what outcomes they need to see to make a go-forward decision. Communication is also key to keeping employees informed and maintaining trust.Amy Waickman, global head of benefits at Arup, spoke with Mikaela Cohen, reporter at HR Brew, during the fireside chat in Chicago Employers can optimize access to existing benefit programs by helping their teams better navigate their options, she says, especially during times of crisis. The ability to meet employees where they are and fulfill their unique needs simplifies the experience and helps reduce their anxiety. However, she shared that the old model of reaching out to an HR contact for guidance is shifting, as companies are now exploring AI to offer true personalization. She expects it to change how employees interact with their company’s benefits ecosystem—possibly within the next six-to-twelve months.“There’s a change now. In the past, it’s been really difficult to communicate and navigate well at a personal level. Now, with AI, I think there’s going to be an opportunity to help employees navigate that on a personalized, individual basis based on their circumstances,” she said. While AI has transformed the benefits landscape significantly, Waickman noted that it happened a little slower than the industry expected—which she thinks is a good thing. Her HR and benefits team has improved efficiency in some administrative and operational tasks by using AI to compare year-over-year plan documents, automate surface-level invoice checks, or translate foreign-language policies and handbooks.But an element of caution is also warranted. One area of focus for Arup’s leadership team is vendor AI practices. At each contract renewal, the company inquires how employee data is used in vendor systems to determine whether contractual guardrails are needed. “I think there is a danger there of not protecting our employees, and making sure that we’re getting the best outcomes for our people. We don’t want our vendors to be using AI or using data in a way that would inhibit that.”One challenge of integrating AI into HR operations is identifying and measuring ROI. In the planning stages, Waickman quantifies its value through time saved, but in later phases it can be difficult to retroactively confirm those projections.“We can say we’re freeing up X amount of time from our benefit professionals to do these other sorts of activities and things, but is there going to be a way to look back and say actually we did free up [a specific] amount of time, and what does that look like compared to what we expected?”To offset employee uncertainty about the advent of AI and job security, she takes an approach that shows how AI can support and elevate them. “All we can do as leaders is make sure that we are demonstrating clearly the ways that AI can help them become more efficient,” she said, “and then continually give them other opportunities to expand, so that they feel confident around their job security.”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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Live Conference Recap BY Katie Chambers | June 08, 2026

Finding True North: How to Lead Organizations Authentically and With Moral Clarity

What does it mean to be an authentic leader? “I’ve always wondered why that’s a hard question,” said Bill George, author of True North: Leading Authentically in Today’s Workplace, Emerging Leader Edition, and former CEO of Medtronic, during a fireside chat at From Day One’s Minneapolis conference. “I think a lot of people are afraid. They feel like they have to go into the workplace and wear a mask. Being authentic is being genuine; it’s being who you are. You [should] actually constantly grow as a leader. You’re adapting to a situation.”During the session moderated by Kristen Painter, business editor at the Minnesota Star Tribune, George shared practical strategies and techniques for navigating today’s complex world, including advice on personal values, crisis leadership, and self-awareness.What Is a Leader’s True North?In his book, George defines the new true north as a call for leaders to step up in an era of intersecting crises. “It’s easy to follow your true north, follow your values, your purpose, until you get under pressure, and you have to decide between two options,” George said. “And that’s the real test. Where there may be sacrifices you have to make, do you have the moral courage to step up and follow what you believe, or do you back down?”Painter noted one recent crisis: the sudden rollback on corporate DEI pledges. “Do you think moral courage is actually in decline, or has the cost of exercising it simply gone up for leaders?” she asked. George does think leaders are afraid of the current government, so even though they might quietly continue all DEI practices personally within the company, they don’t want it explicitly stated. He cites Costco leader Ron Backer as an ideal example of a leader who stood up for his beliefs in the face of DEI backlash and received an overwhelming 98% vote of support from his shareholders. It’s these moments that matter for an organization. “Do you stand up and be counted? Everyone’s watching you inside the company and outside the company, and they frankly don’t believe anything you say if you don’t stand up under pressure,” George said. Contrary to some belief, having a moral center is actually good for business. “You have to act. Everyone’s so worried about short-term earnings. You better worry about long-term building your organization with the right people.” A leader’s primary obligation, George says, is always to their employees. “Without employees, there’s no support for your customers.” One recent practical, and harrowing, example: Operation Metro Surge, the ICE invasion on Minneapolis. George advised companies to issue statements to their employees. “Our employees’ welfare is the number one thing we have to do, and we have,” he said. “We’ll provide a safe workplace, we’ll provide for your security, and we will do everything to provide for your well-being. And if there are any issues, we will send in our security teams and our lawyers to support you and to help you,” he said. He would have issued a blunt, honest statement like that to employees, and done so quickly. He feels that while some local business owners eventually rose to the moment, they generally waited too long. Why Nuance Is Effective “A lot of leaders snap back to what you’ve identified in this book as sort of a command-and-control style of leadership. I’ll call it an old school way of leading, very top down, very much it leads to micromanagement, which is a disempowering feeling for workers,” Painter said. Engaged leaders, rather than those blanketly issuing orders, are more effective. George cites Corie Barry of Best Buy as an example: during Covid, she closed 1,083 stores and furloughed 82,000 workers, once she could ensure they would be covered by government unemployment benefits. Then she encouraged each local store to convert to a warehouse for online shipping, letting the store decide how best to manage it for their own community. “She gave everyone the authority. So that to me is an engaged leader, an example of how you should lead in a crisis. But she didn’t just hang back in our office and say, ‘you guys handle it.’”Bill George signed complimentary copies of his book True North for session attendees George says one of the toughest problems faced by middle managers is when the top tier of leadership implements a “command-and-control” style, while the manager still wants to lead with morals and heart. “What you have to do is stay true to your values, your purpose, and perform. And if you perform, you’ll be okay, but you still have to be an empowering leader for your people. You can’t just flip [when times get tough],” he said. He encourages organizations to be ruthless when it comes to toxic leaders: move them out before they become too damaging. Middle managers should be empowered as leaders of their portion of the business, to inspire their own teams and take ownership over results. George advises that leaders “have the courage to be the voice of our values, and not to be rules-based, but to be empowering, and to make moves to ensure that we have empowering leaders throughout our organization.” That means going directly to workers to talk one-on-one about problems and work together on solutions, rather than relying on secondhand feedback that may be filtered. The future is less “hero leader” and more “coach.” And coaches care about their people. “Let them be in the part of the organization where they can use their greatest skills. Then align them around your purpose and values,” he said. “This is not soft. Challenge people! Ask them how they can do better. Work with them to solve problems.” 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.(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