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AI-powered benefits support: From enrollment to everyday decisions

ai during enrollment

Employee benefits keep getting more complex. Plan options multiply, regulations shift and the decisions employees face, from medical coverage to retirement savings to leave policies, carry real financial weight. Yet most employees still navigate these decisions with limited context, tight timelines and fragmented tools.

According to the 2025 Alight Employee Mindset Study, only 60% of workers say they understand their benefits options and feel confident making choices. And 61% regretted a healthcare decision in the past 12 months.

That gap between what's offered and what employees actually experience is where AI can make the biggest difference—not by adding more information, but by delivering the right answer at the right moment.


Benefits are plentiful. Meaningful guidance is what's missing.

Employers invest heavily in benefits. Despite a 20% increase in spending on employee benefit programs over the past three years, fewer than half of employees (47%) rate their overall wellbeing positively. Program utilization hovers around 30–35%, even though 85% of workers report access to at least one wellbeing program.

The problem isn't availability. Employees have access to more programs, vendors and point solutions than ever. What they lack is a connected experience that helps them understand what applies to their specific situation and act on it.

Employers have built broader benefits programs, but employees still struggle to turn those options into confident decisions and better outcomes. Closing that gap takes more than a cleaner portal or another decision-support tool. It takes guidance that understands context, responds in real time and learns how people engage.


What AI-powered benefits guidance looks like in practice

AI in benefits isn't a single feature. It spans the full employee journey from open enrollment through mid-year life events, ongoing health questions, savings decisions and coverage changes.

ai enrollment

Open enrollment decisions - AI meets employees where they are

Annual enrollment compresses high-stakes decisions into a short window. Employees compare plan options, weigh cost tradeoffs, determine eligibility and make choices that affect their finances for the coming year.

AI-powered support changes that dynamic by meeting employees inside the decision itself—answering questions in context, drawing from employer-specific plan documents and guiding comparisons based on what the employee is actually eligible for. Early results show employees respond: during the 2025 enrollment season, 8.5 million people engaged with AI chatbots across Alight Worklife® and satisfaction ratings were strong, with 86% giving the experience a thumbs-up.

For a deeper look at what nearly 55,000 real employee questions revealed about AI-powered enrollment support, read What 55,000 employee questions reveal about benefits decision support.

AI-powered everyday benefits guidance

The questions employees ask during enrollment—about HSAs, 401(k) contributions, coverage eligibility, dependent care and more—don't stop when enrollment closes, they happen every day. Life events, new diagnoses, provider changes and mid-year coverage questions create a steady need for guidance that adapts to what's happening in each person's life.

AI-powered support within Alight Worklife extends beyond enrollment into ongoing health, wealth and wellbeing interactions. Rather than routing every question through a call center or static FAQ, employees get direct answers informed by their benefits profile and current context.  Alight's blog - Smarter benefits enrollment - explores how data-driven guidance and AI-powered decision support work together to help employees choose with confidence and stay supported long after enrollment ends.


AI adds value to employer and agent operations 

The value of AI extends beyond employee interactions. Employers gain clearer insights into workforce engagement, benefits usage and rising costs, while agents can resolve issues faster with AI-powered support and relevant information at their fingertips. Together, these capabilities create a more connected, scalable benefits experience without compromising service quality.

AI in HR: Your employees. Our AI. outlines how Alight's AI technology transforms the HR employee experience and drives organizational impact, from GenAI-enhanced search to automated policy generation and quality-control monitoring.

During the 2025 annual enrollment period alone, Alight's AI pilots delivered:

  • 86% employee satisfaction (thumbs-up rating)
  • 187% year-over-year increase in AI assistant usage at one client
  • 16.4% year-over-year decrease in call volume
  • 39% → 6% drop in web-to-call escalations at one pilot client

What Alight's data tells us about our industry-leading AI-powered solutions

Alight administers benefits for over 30 million people and manages 180 million interactions annually. We use the extensive data across health, wealth and leaves solutions to create one of the industry’s most comprehensive knowledge layers. That scale produces a unique view into how employees engage with their benefits and where AI makes a measurable difference.

The numbers point to a shift in how employees prefer to get help: directly, digitally and in the moment.

Additional enrollment-season trends—including rising healthcare costs, carrier changes and the increase in the Dependent Care FSA limit—are covered in Employee benefits enrollment insights: 5 lessons for 2026.


What's next for AI in employee benefits

The next phase of AI in benefits moves from reactive to anticipatory. Rather than waiting for employees to ask questions, embedded AI will proactively engage based on life events, behavioral signals and real-time data, surfacing relevant guidance before the employee knows they need it.

Alight's Future of Benefits with AI video series explores five dimensions of this shift:

  • Employee guidance goes proactive: AI anticipates needs and engages employees in ongoing, context-aware conversations
  • Healthcare shifts from navigated to anticipated: care journeys become predictive rather than reactive
  • Financial decisions are driven by unified intelligence: agentic AI serves as an always-on savings assistant
  • Alight's capabilities grow hyper-responsive: real-time sentiment analysis elevates every interaction
  • Employer insights become predictive: HR teams measure benefits effectiveness with action-ready intelligence

Frequently asked questions about AI-powered employee benefits

AI-powered benefits support draws from employer-specific plan documents, eligibility data and the employee's current context to deliver answers that apply to their situation, not generic responses. During the 2025 enrollment season, 89% of positive satisfaction ratings came from AI-generated responses rather than pre-written content. 

Yes. The questions employees ask during enrollment—about HSAs, provider coverage, eligibility and dependent care—continue year-round. AI-powered support within Alight Worklife is designed to address these ongoing needs, from mid-year life events to savings decisions and coverage changes. 

An AI-powered benefits assistant is a conversational tool embedded within a benefits platform that uses generative AI to answer employee questions in natural language. Alight's version, the Alight Assistant, integrates across Alight Worklife® and responds based on each employer's plan documentation, policy information and available programs. 

Alight's 2025 enrollment pilots showed a 16.4% year-over-year decrease in call volume and a 14.9% drop in total call minutes. At one client, web-to-call escalations dropped from 39% to 6%, indicating employees resolved questions through AI-powered self-service rather than calling for live support.

Explore more from Alight


What 55,000 employee questions reveal about benefits decision support

During the 2025 annual enrollment period, 8.5 million people engaged with AI chatbots across Alight Worklife, and users asked nearly 55,000 questions through the Alight Assistant alone.

Smarter benefits enrollment: How data, personalization and AI help employees choose with confidence

Insights from the open enrollment season show how decision support can help employees make benefits choices - while helping employers manage rising healthcare costs.

AI in HR: Your employees. Our AI. The perfect duo for success.

How Alight’s AI technology transforms the HR employee experience and drives organizational impact

Related Insights


From fragmented to frictionless: designing a smarter, more connected benefits experience

Why are employers’ benefits investments failing to deliver on expectations - and how can they ensure their offerings are making a difference in the lives and wellbeing of employees and their families?

Making employee benefits better: What Alight’s AI reveals about the future of enrollment

Alight makes open enrollment effortless, turning important decisions into informed, confident choices.

The truth about AI in HR: It’s not about technology

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