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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 Jessica Swenson | June 15, 2026

Recognizing and Retaining a Distributed Workforce

Tangible recognition of the unique needs employees face on a daily basis is a key to engagement and retention, says Heidi DeSautel, managing director of client delivery at Growth Operators. This can show up as schedule flexibility, location flexibility, and customized benefit programs that enable employees to fulfill familial responsibilities and improve their quality of life in meaningful ways.“We see a lot of generational differences on our team. We really try to be intentional, to meet them where they are, and provide them with support that they value as recognition in our workforce.” she said. “Just really understanding and valuing where they’re at and being intentional about providing that for them, so that they can support our clients the best they can.”Methods to engage and recognize distributed employees were discussed by a panel of leaders at From Day One’s Minneapolis conference. The panel was moderated by Colleen Flaherty Manchester, professor of work and organizations and director of the center for HR and labor studies for Carlson School of Management. Elissa Beach, director of HR for WCG, saw her company embrace fully remote work after the pandemic, including a significant reduction in office space. WCG maintained its strong connections by establishing a cross-functional, multi-level project team that gathered data through employee research, focus groups, and surveys to inform a new strategy and playbook that help teams stay connected.The playbook helps employees and managers identify potential team activities based on time allotments, financial budgets, and specific target categories like communication, collaboration, connection, or community. “We were ultimately recognized for this particular playbook in the remote work excellence category, but we continue to evolve it and add to it over time, and it's been something that all of our employees continue to use daily,” Beach said.The group of leaders spoke about "Recognizing and Retaining a Distributed Workforce" on stage in Minneapolis Other organizations intentionally create connection opportunities through planned in-person and group events. Sherrie Kronforst, VP of HR for Thrivent, discussed the summits, meetings, virtual events, and collaborative technology that her organization uses to maintain strong intercompany relationships. Thrivent also offers a virtual recognition program through a platform called Pathfinders, and provides every employee an annual recognition budget each year. “Anybody can recognize anybody,” Kronforst said, “and every employee gets a budget every year, so they can [give] a social recognition, or a points-based recognition.”Beach acknowledges that employees want to be seen by their broader work community and not just their boss. By shifting employee recognition more heavily to Microsoft Teams channels, she says that WCG has seen broadened engagement and amplified social connection between teams. This helps take the onus off of managers as a single source of recognition and employee celebration. The continuous change and uncertainty in today’s workplace, especially regarding AI and job security, creates a clear need to build and sustain employee resilience. Acknowledging employee fears, creating supportive cultures, and encouraging peer support in collaborative spaces are some simple ways that employers can help teams to build that resilience, says DeSautel. In addition to virtual connection points like Slack, DeSautel says, she sees clients create geographical hubs that enable employees to get together in person. “They try and get them together in person a couple times a year, so that they are able to meet each other and create that personal relationship. I think that’s one of the things that helps employees the most with resilience.”Supporting a healthcare workforce that spans a variety of patient-facing facilities with varying roles, scopes of work, and computer access results in a completely different set of needs. Jen Bailey, VP of total rewards and HR shared services at Allina Health, spoke about the multi-faceted approach Allina takes to equip its leaders to recognize employees in real time. This model includes everything from digital social recognition platforms to in-person leader huddles, group conversations, monetary and non-monetary recognition, and care-on-the-spot acknowledgements.“It’s a really unique blend of trying to provide the leaders with the tools that they need and being able to meet the employees where they're at, so it's always evolving,” Bailey said.To position employees for recognition through development and advancement opportunities, some organizations are focusing on leadership competencies, talent pipeline maximization, and elevated performance appraisal systems. “We’re really looking at that senior leadership group to be the folks who are leading us into the future,” said Kronforst, “so we have recently reset expectations for leaders; we’ve created executive level competencies.”Through this refined performance management program, Thrivent’s leaders are better positioned for the proactive problem-solving and accelerated decision-making that will eliminate bottlenecks and maintain momentum on strategic organizational initiatives. Leaders are also expected to not only reach their goals, but reach them in a way that aligns with the company’s culture and values. “It’s not just the what, but the how,” said Kronforst. “So, making sure that we’re connecting the dots, [looking at] what are we developing and how are we rewarding and recognizing the right behaviors.”Increasing shortages of healthcare workers has caused Bailey and team to think creatively about how to maintain a strong talent pipeline. Allina has built apprentice programs for hard-to-fill clinical positions, creating internal mobility for existing Allina employees while opening up entry-level positions and career advancement options for external candidates.Employees are encouraged to explore new roles within system clinics, hospitals, and specialty sites before Allina seeks external hires. “Making sure that we’re leveraging our internal talent before we go to the external market has been another big piece of that internal growth and recognition,” said Bailey. “So, investing in who and how is going to fill those roles for us, then leveraging that internal talent. How do we ensure that we’re providing those growth opportunities?”For those external hires it does make, Allina launched a new program to improve the experience for first-year employees, which includes an in-house wellbeing navigation program designed in partnership with mental health physicians and EAP partners. Confidential navigators help employees locate and connect with the appropriate resources for their needs. The American Hospital Association has recognized this initiative, says Bailey, and the program’s growth is increasingly driven by word-of-mouth rather than internal marketing efforts, demonstrating the value derived by employees.She framed employee well-being support as a crucial element of HR: “from the retention standpoint, what can we offer as an employee that is unique and special for them, so that they can not only care for the community but for themselves.”Jessica Swenson is a freelance writer, content strategist, 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