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Live Conference Recap BY Grace Turney | May 18, 2026

Leading Through Digital Transformation: Redesigning Work and Keeping People Connected

Todd Reeves spent years running payroll early in his HR career. “Don’t ever do that,” he joked to the audience at From Day One’s Seattle conference. “There’s no good outcome other than perfection in payroll.”The joke landed, but it also illustrated something true about the function Reeves now leads at the highest level. Human resources has long been defined by operational precision, by getting the details exactly right. What Reeves, chief people officer at Zoom, described in his fireside chat was a profession on the cusp of shedding much of that burden entirely.The conversation, moderated by Megan Ulu-Lani Boyanton, business reporter for the Seattle Times, covered Zoom’s pandemic-era transformation, its evolving AI strategy, and what it means to lead a global workforce through a period of relentless technological change.From Video Calls to Completed WorkZoom turns 15 this year, and Reeves is quick to note how much the company’s ambitions have expanded since its founding. “We started out with the mission of just making video communications easy, accessible, and simple,” he said. Today, the company is focused on something it calls “C to C to C,” conversation to completion.The idea is that AI can turn the things people say in meetings into action, without anyone having to follow up. Reeves offered a simple example: if someone in a call says they want to schedule a meeting, it’s already on the calendar before the call ends. A request to send a proposal might generate a draft presentation on the spot. “How do we make that conversation turn into work during the meeting, shortly thereafter, or provide intelligence for you to use later on?” he said. “It’s a real transformation.”The Pandemic’s Lasting ImprintNo conversation with a Zoom executive sidesteps Covid. The company tripled in size within 24 months of the pandemic’s onset, expanding from an enterprise-focused platform to a tool used for weddings, parliamentary sessions, and school classrooms around the world.Reeves wasn’t at Zoom during that period, but the culture it forged is one he inherited and described with evident pride. When schools scrambled to shift to online learning, Zoom’s CEO Eric Yuan made the decision to distribute licenses to 125,000 schools globally, at no charge. “That’s emblematic of how we think about Zoom and what we do for the community,” Reeves said.The operational intensity of those years also left its mark. A bias toward speed and a low tolerance for bureaucracy became embedded in the company’s culture, and Reeves said both remain defining traits today.Todd Reeves, the chief people officer at Zoom, spoke with moderator Megan Ulu-Lani Boyanton, business reporter at the Seattle TimesBoyanton asked Reeves about competition in this changing space, not just from Microsoft Teams, but from the expanding universe of AI companies entering the communications space. His answer pointed to three areas where Zoom believes it has an edge.The first is ease of use, a principle the company treats as a core competency rather than a feature. The second is AI capability: Zoom uses what Reeves described as a federated AI model, selecting from among the best available AI systems depending on what a user needs, an approach he said has produced top scores on rigorous academic benchmarks. The third, and perhaps most durable, is context. Because so much workplace communication runs through Zoom, the platform accumulates a rich layer of conversational data that can power AI tools in ways a newer entrant can’t replicate.The Future of HRWhen Boyanton asked where the HR profession is headed, Reeves didn’t hedge. He sees much of the transactional work of HR, such as tier-one employee support, routine queries, and administrative processes, being fully automated within five years. Zoom is already redesigning its internal knowledge base to be read by AI, and he expects a conversational HR chatbot to absorb 20 to 30 percent of his team’s workload.What remains, he says, is the work that genuinely requires a human: talent strategy, organizational design, leadership development, employee relations, culture. “Spend more time on the parts of the job that really require a human to influence and be a factor,” he said. “The other things will get taken care of.”The advice extended to how HR leaders make decisions in general. Reeves described himself as a data convert: someone who has learned to bring numbers and evidence into discussions that typically run on opinion and intuition. When a recent internal policy debate arose, he asked how many employees it would actually affect. The answer was 12. “I said, okay, then I think we can make a simple decision around this.”Even without formal metrics, he encouraged his team to find ways to gather information. Talk to 20 employees, run a small experiment. “There are ways to get data even if you don’t feel like you have the specific metric.”Connection in a Changing WorldWhen Boyanton asked how Zoom manages its worldwide workforce, spanning R&D teams in China and India, sales organizations across multiple continents, and employees in dozens of time zones, Reeves answered with a laugh: “We use Zoom.”The practical answer was more layered. He described a design philosophy built around local, intact teams that can operate largely independently, without requiring a manager on the other side of the globe to make decisions. Clear goals, recorded meetings, and accessible documentation help overcome the obstacle of distance. And as a leader, he said, accessibility has to be intentional: he runs town halls in the evening and again in the morning to make sure employees across regions can participate.The session ended with an audience question about keeping teams meaningfully connected amid constant noise and digital overload. Reeves’ answer was simple: don’t overcomplicate it.Have a team meeting. Start with something enjoyable. Make room for humor. The nature of work will keep changing, he said, but people are still people—-trying to solve problems together, trying to connect.“Have some fun,” he said. “Remember the Zoom happy hour chats? Just do stuff like that. And I think everyone will be fine.”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 Ade Akin | May 14, 2026

Rethinking Hiring and Talent Strategy in the Age of AI

Dani Monaghan knows exactly what’s going on when a job candidate pauses mid-sentence before answering questions, their screen suddenly switches, or their eyes dart to the side during interviews.“There’s a lot of tells,” she said. As the SVP of global talent enablement at Expedia Group, Monaghan has learned to spot the subtle signs that someone is using AI to cheat during the hiring process. However, Expedia also wants to recruit people who are skilled, comfortable, and ethical in their use of artificial intelligence. It’s a fine line, and one that Monaghan explored in detail during a fireside chat with Rob Smith, the executive editor of Formidable, at From Day One’s Seattle conference.Preventing candidates from cheating the hiring process with AI doesn’t require banning its use. Instead, Expedia sets explicit boundaries. “We are very clear with candidates where they can use AI in a process, and where they cannot use AI in a process,” Monaghan said. “We want them to use AI. Those are the people that we want to hire, people who know AI, and are comfortable with AI, but ethical standards are equally as important to us.”Expedia uses both human observation and technology to catch dishonest candidates. Monaghan notes that the company even employs one of its vendors’ AI cheating-detection tools. The line becomes particularly delicate for roles where problem-solving with large language models is part of the candidate’s assessment. “We want them to problem solve and be able to explain to us how they solve the problem with AI, ethically and responsibly,” Monaghan said. Candidates who can articulate how they tested for bias, trained their models, and validated outcomes demonstrate the kind of AI literacy Expedia prizes. Those who try to game the system, however, reveal a character mismatch that outweighs any technical brilliance.Mapping Where AI BelongsExpedia didn’t rush to deploy AI in hiring and then figure out the ethics later. “If you just put AI on a bad process, you have a worse outcome,” Monaghan said. Instead, the talent team remapped its entire hiring journey, deciding precisely where AI excels and where humans must retain control. “We’ve built a roadmap for where we would use AI, where AI does its best work, and then where we would use humans, where we do our best work. But ultimately, the human is the final decision maker and the stamp of approval.”Dani Monaghan, SVP of global talent enablement, spoke during the fireside chat with moderator Rob Smith, executive editor at FormidableThat roadmap has already produced powerful tools. Monaghan described an AI agent that handles hiring manager intake meetings, generates job descriptions, gathers competitive intelligence, and even estimates time-to-fill, all in real time. “For those of you that are in the recruiting world, sitting in front of a hiring manager at an intake meeting and being able to talk about all of that in that same meeting, instead of going back and researching, coming back in two weeks, is a game changer,” she said. This week, the team is also rolling out an automated AI scheduling tool that promises to untangle the complexity of coordinating interviews across 70 countries and multiple languages.Getting Rid of Bias Before It BeginsAI bias is one of the most discussed risks in talent technology, and Monaghan emphasizes that Expedia approaches it with a preemptive, rather than purely reactive, strategy. “You’ve got to de-bias your training data before you actually train the model,” she said. Beyond cleaning the data, Expedia audits its models continuously and keeps a human in the loop for final decisions. All experiments happen inside walled gardens until they’re ready for production, where monitoring remains intense.This disciplined approach reflects a broader philosophy Monaghan calls “AI optimistic, but balanced by AI responsibility.” The company aims to harness AI’s speed and scale without allowing opaque algorithms to make high-stakes choices about people’s careers.The AI Knowledge GapSmith asked whether universities are preparing graduates for an AI-driven workplace. “I don’t think they’re doing that yet,” Monaghan replied. Yet the interns and young candidates she meets are remarkably AI-literate. “They are teaching themselves,” she said. Her real worry is about access. “If you’re not taught AI at school or in university, and you don’t have the means to access technology, I think the gap is bigger than it will ever be before.”Expedia has embedded AI questions into its new behavioral interview framework to address this internally. Every candidate, regardless of role, is probed on their curiosity and willingness to learn about AI. For technical positions, the company sets up live scenarios with language models and watches how candidates think, test, and explain their solutions. AI as a Travel Companion, Not a ThreatShifting from talent to the core business, Smith asked whether generative AI tools like ChatGPT threaten Expedia’s relevance as a trip-planning platform. Monaghan acknowledged that the leadership team obsesses over the question, but she sees durable advantages in the marketplace model. “They have access to incredible deals and bundles and supply and data,” she said. They have payment processing, very sophisticated, multilingual, multi-country payment processing systems. They have fraud detection systems. They have customer support. I think that will be hard to replace.”The battleground, she said, is the top of the funnel, the inspiration and planning phase. “Rather than going to ChatGPT or one of the other models to plan it for you, go to Expedia, and our AI needs to be as good or better.” The endgame is AI-fueled personalization that uses Expedia’s vast customer data to craft trips so uniquely tailored that travelers won’t want to go anywhere else. “That personalization can be really, really special,” Monaghan added. Optimism With GuardrailsMonaghan offered a practical path for organizations without Expedia’s scale. “You’ve got to start somewhere,” she said. Her team began with AI education, then created playbooks, and then built a governance structure. Having top-down endorsement helped: the CEO mandated that everyone become AI-literate by understanding the technology’s capabilities and limits. “You can take small steps, and you can also in your personal life, which I think everybody here had their hand up at some point, everyone is playing with AI.”Monaghan, an enthusiastic fly fisherwoman, confessed her own favorite personal use of artificial intelligence. She uses AI to determine which flies to pack for specific waters, which fish are hatching, and what she might catch. It’s a small, joyful illustration of a tool that, when deployed responsibly and with a clear governance framework, can enhance the quality of human life.Monaghan returned to the theme of dual vigilance and hope throughout the conversation. AI is advancing faster than any technology shift she has witnessed since the advent of the personal computer, the internet, and mobile. “What is possible and what is probable is boundless. What is likely is going to be bounded,” she predicted, citing constraints like governance, regulation, privacy laws, the cost of building massive data centers, and electricity. Monaghan’s final call to the audience was to leave feeling optimistic and excited about what’s ahead. “Yes, it’s scary. It’s a scary ride. I myself can see that it could be a really scary thing, but I’m just hoping people walk away feeling, ‘Actually, this is a good thing.’ It has so much potential for mankind, health care, education, space exploration, it’s just going to multiply our ability to do these things—but with the caution around responsibility, guidelines, governance and knowing where humans are still important.”Ade Akin covers artificial intelligence, workplace wellness, HR trends, and digital health solutions.(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