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Live Conference Recap BY Grace Turney | June 25, 2026

Tailoring Workplace Wellness: Designing Personalized Benefits for Today's Workforce

When Rebecca Liebman took the stage for a panel on personalized workplace well-being, she pointed out something the audience hadn’t yet noticed: unlike her fellow panelists, she was holding a handheld microphone instead of wearing a clip-on. The reason was simple: clip-ons don’t attach well to dresses, and she’d asked for an alternative that worked for her. It was a small moment, but it captured the panel’s larger message. For years, employee benefits have been designed for one default kind of worker, and everyone else has been left to make it work anyway.The panel at From Day One’s Chicago half-day benefits conference, brought together five benefits leaders for a wide-ranging conversation moderated by Kim Quillen, business editor at the Chicago Tribune. The discussion covered why generic benefits packages fall short, how data and communication strategy can close that gap, and what it takes to actually move the needle on employee engagement.Meeting Employees Where They AreLara Johnson, senior director of employee growth and well-being at Netskope, a global cybersecurity company, says personalization at her company starts with acknowledging how different employees’ lives look. With a workforce spread across roughly three dozen countries and a limited well-being budget, her team built a “growth labs” program offering workshops on psychological safety and burnout, paired with platforms like LinkedIn Learning for professional development. The goal is to treat well-being and career growth as connected rather than separate priorities. “We believe when our employees grow, NetSkope grows,” Johnson said.Joe Park, director of benefits at The Aspen Group, parent company of Aspen Dental, shared a story from earlier in his career that reshaped how he thinks about communication. A leader once told him about a family member who didn’t learn he had stage-four lung cancer until it was too late, a moment that pushed her team to stop sending the same “vanilla” wellness message to everyone. Instead, they hired a communications specialist, studied workforce demographics, and tailored messaging and visuals by audience. According to Park, engagement rose significantly within a year. “It’s about meeting people where they are,” he said. “It’s important to really look at your data, look at your population demographics, and think about how you personalize that to meet your workforce.”In Chicago, panelists spoke about "The Power of Personalization in Workplace Well-Being"Rahul Rajvanshi, director of benefits and total rewards at Montefiore Health System, framed the stakes in plain terms: a nurse working overnight shifts, a physician balancing patient care with family obligations, and a remote scheduler all need different things from their benefits. “We need to deliver benefits, what our employees want versus what is easy for HR administrators to admin,” Rajvanshi said. When Montefiore noticed physicians missing summer appointments because of childcare conflicts, the health system added dependent care and elder care benefits, and saw utilization of related services jump by half.Holistic Wellness, With Budgets in MindJane Lyons, SVP of customer success at SmithRx, a pharmacy benefit manager built around price transparency, says pharmacy benefits are often the most frequent point of contact employees have with their health plan, sometimes a dozen times a year, compared with an annual doctor’s visit.That frequency, she says, makes every interaction an opportunity to educate members about cost-saving options, copay assistance, and alternative medications. “It’s really understanding where they are on their health literacy journey,” said Lyons. “We want to maximize those moments that matter.”The same principle applies beyond healthcare: employees often need guidance not just in accessing benefits, but in making complex decisions about how to use them. Personalization and timely support can be just as critical when workers are navigating their financial lives. “Financial planning is just life planning,” said Rebecca Liebman, co-founder and CEO of LearnLux. “Financial well-being is just how do I want to live my life, and how can I put a plan together that makes sense for me.”Two employees with identical salaries and debt loads might want completely different approaches: one focused on aggressively paying down debt, another comfortable investing while paying it off slowly. LearnLux’s certified financial planners field everything from questions about employee stock plans to urgent situations, like someone facing repossession of their car within days, says Liebman. When her organization rolls out programs across dozens of countries at once, the priority is offering consistent access to services while adapting the messaging to fit local financial norms and attitudes toward money.The conversation around financial well-being also extends to healthcare spending, where rising costs are forcing employers to rethink how they support employees and manage expenses. Lyons of SmithRx also addressed the rise of GLP-1 medications for diabetes and weight management, noting that in some cases these drugs now account for roughly 30% of a company’s pharmacy spend. Pairing access to the medications with nutrition support and other wraparound services, she says, is essential to sustaining results.Letting Data Guide the StrategySeveral panelists pointed to data as the foundation for personalization. Johnson described noticing a sharp spike in mental health service usage among Netskope’s Taiwan-based employees and tracing it back to an HR manager who had actively promoted the program. This finding helped the company refine its broader approach to reducing stigma around mental health support. Rajvanshi says Montefiore expanded its employee assistance program to round-the-clock availability after recognizing that nurses working overnight shifts couldn’t access support during standard daytime hours.On reaching employees who don’t open benefits emails, panelists emphasized simplicity and channel diversity. Johnson says her team relies heavily on Slack to share curated updates, while Park encouraged stripping benefits jargon entirely. Johnson also runs an annual “Benefits 101” session that breaks down basic terms like deductibles and health savings accounts in plain language, which she said resonates especially with younger employees and those new to the U.S. health system.Asked for a final piece of advice, the panelists largely agreed: start with data, not vendor pitches; treat well-being as inseparable from performance; and remember that the goal isn’t to hand every employee the same microphone—it’s to make sure they all have one that works for them.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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Live Conference Recap BY Katie Chambers | June 23, 2026

Meeting the Needs of a Workforce at Every Life Stage

A diverse workforce calls for a comprehensive benefits package that meets a wide range of needs, and today’s workplace is more varied than ever. With employees spanning Gen Z through Baby Boomers, workers bring different priorities, goals, and expectations shaped by where they are in life.Designing effective benefits today means building in flexibility and choice so employees can be supported at every stage of their careers and personal lives. During an executive panel discussion at From Day One’s Chicago half-day benefits conference, experts broke down best practices. “Depending on where you are in your life, maybe you value child care, or maybe you’re older and you don’t need that, and you’re looking for a subsidized gym membership. Or maybe you need neither of those, and you’re just hoping to get a little help with public transportation,” said Athar Siddiqee, VP, global total rewards at Micron Technologies. Given the differences of workers within the workplace, from life stage to location, options matter. “We introduced a flexible benefits plan in India, and it’s been just a huge hit. Think of it as a menu of various options, and you have a pool of dollars that you can use towards choosing the benefits that are right for you,” said Siddiqee.  A newer addition to the benefits space, beyond traditional health insurance and retirement options, is financial wellness. Simply offering a 401(k) is no longer enough, says Crystal Chen, senior director of total rewards at Westinghouse Electric Company. “It’s more than just offering the benefits for employees to access, but also [making] sure they have the confidence to make the decisions related to financial planning,” Chen said. Those financial needs shift across life changes, so guidance matters. The organization offers both open enrollment webinars and one-on-one support, says Chen. While finances are the leading cause of stress in the workplace, says Jon Simon, VP of sales at CareBenefits by Care.com, caregiving is the close runner-up. “We’ve seen an explosion in the cost of care recently, and a significant portion of the population now has caregiving responsibilities, whether it’s school-age children, aging parents, pets, or even for yourself,” he said. “That’s preventing people from being physically, emotionally, and certainly mentally present at work. Employers are recognizing that there are policy conversations around normalizing responsibilities that employees bear, but also connecting employees with different resources and benefits to support them on their caregiving journey.”Moderator Patricia Garland, adjunct instructor at Loyola University of Chicago, cited some of Simon’s research “that shows that about 75% of employees are caregivers in some sense of the word, but only about 35% identify themselves that way.” That stigma stems from the creeping 24/7 impact caregiving can have on a person’s life, intruding on their professional and personal identity. It’s also partially gendered, with more male caregivers now in the workforce, not because more men are doing the caregiving, but because women are increasingly leaving the workforce due to it, leading to approximately $300K in lifetime income loss, even for those who eventually return. Normalizing openness and flexibility about caregiving in the workplace is key to retention, Simon says, encouraging employers to talk about caregiving not in clinical terms but more as another important and respectable responsibility that is, in turn, supported by workplace benefits. It should not signal “lack of commitment” to the job.  Panelists spoke about "Inclusive Benefits Strategies for a Multigenerational Workforce"For larger international corporations, benefits may need to be customized to suit specific cultures. For example, not all cultures are comfortable talking to a stranger on an EAP line, and some may feel better supported by family at home in a multigenerational household, Siddiqee said. But some young single people in those countries had been feeling totally isolated due to Covid, so Micron deployed “TMAs” or “team member advocates,” on-site licensed therapists to boost the company’s wellness portfolio. Keeping Employees Informed and EngagedProviding a great roster of benefits is one challenge; effectively communicating those offerings to employees is another. “We've leveraged some technology to be able to make personalized personas that represent different employee groups that can resonate with our employees to be able to talk about the experiences with our benefits in a way that will be relatable to them, in a way that is more tailored toward their experience with the benefits,” said Joshua Lemon, global senior director, head of total rewards, Resideo. A persona is a representation of a significant segment of workers, such as a young, family-focused office professional or a single factory worker nearing retirement, says Lemon. Specific case studies can make the flexibility of benefits feel both tangible and attainable. Technology can also help employers learn which benefits are the best fit for their workforce, and gauge effective deployment of packages. “[You should be] leveraging data for the power [of] detecting risk of rising cost, for detecting conditions that you need to manage, for detecting the various ways that your life stages and generational workforces might want to attack the benefits, and how they’re using their benefits today,” said Tom Sondergeld, senior director of analysis, research & solutions, enterprise employers at Truven. As generations intersect, they face various life-change challenges at different times. “We have to use the data to drive our communication strategy, and the way we design our benefits today, because one size fits all doesn’t work anymore.” Data offers a holistic approach to understanding a whole person and their specific needs: from pharmacy to short-term disability and beyond. Then, the human HR representatives, not the computer, can interpret it to better communicate what benefits would be most useful to them. Sondergeld cautions against using AI to analyze PHI (personal health information). “You have to be very careful because AI doesn’t have morals. It will go after whatever it needs to go after, unless you give it strict boundaries and a cage. And it’s totally discoverable,” he said, referring to its less-than-stellar ability to keep private information truly private. Direct feedback from employees is also essential. “For internal resources, we look at more than just benefits information, but look at all the employee cycles. For example, engagement surveys, exit interviews, and also we do pulse surveys, making sure we proactively ask people how they feel about the program,” Chen said. “A lot of times people don’t speak up unless they encounter some challenges using the program, so we try to use those opportunities to solicit some positive feedback [too].” Lemon suggests using “conjoint surveys,” which solicit anonymous but highly personal feedback from employees, encouraging them to choose among or rank certain current or potential benefit offerings to provide an honest look at what is most valuable to them. “It helps you balance the needs of your organization broadly in a balanced approach, because you can then go back and review that data to say, ‘How am I serving different employees at different demographics and different generations? Where are the biggest needs, and what would be a good way to allocate the limited resources that you have?’ It’s one of the things we’ve still been benefiting from a year later.” 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