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How Insight Enterprises Retirees Are Using AI to Simplify Everyday Life

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Healthcare Provider Update: Healthcare Provider for Insight Enterprises Insight Enterprises primarily collaborates with major healthcare providers to offer comprehensive health coverage options for their employees. The notable providers interfacing with Insight Enterprises include UnitedHealthcare, Anthem Blue Cross Blue Shield, and Cigna, among others. These partnerships ensure that employees have access to a wide network of services designed to meet their healthcare needs. Potential Healthcare Cost Increases in 2026 As we approach 2026, Insight Enterprises employees may face significantly rising healthcare costs due to projected steep increases in ACA premiums. Many states anticipate premium hikes that could exceed 60%, primarily fueled by the expiration of enhanced federal subsidies and ongoing medical inflation. The Kaiser Family Foundation warns that without these subsidies, nearly 92% of marketplace enrollees could see their out-of-pocket costs soar by over 75%. Consequently, employees must proactively manage their healthcare choices and explore benefits to mitigate the impact of these escalating expenses. Click here to learn more

'Artificial intelligence is helping many Insight Enterprises employees simplify their transition into retirement by organizing finances and daily routines, but the key is to use these tools as support—not substitution—for thoughtful planning and professional guidance.' — Paul Bergeron, a representative of The Retirement Group, a division of Wealth Enhancement.

'Insight Enterprises employees are finding that AI can streamline everything from budgeting to wellness, but lasting success in retirement comes from combining technology’s efficiency with informed financial decision-making.' — Tyson Mavar, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article, we will discuss:

  1. How artificial intelligence (AI) is helping Insight Enterprises retirees simplify daily life and handle complex tasks.

  2. The ways AI can enhance health, home, and financial organization in retirement.

  3. Why retirees are increasingly confident using AI to boost efficiency and reclaim valuable time.

Many Insight Enterprises retirees are discovering that slowing down isn’t always easy, despite looking for respite from decades of early mornings, complex undertakings, and global operations. Handling investments, planning vacations, and staying organized can still feel demanding during retirement.

That’s where artificial intelligence (AI) has stepped in. What once seemed futuristic is now a practical tool for Insight Enterprises’s retired professionals who want to streamline routines and reclaim valuable time.

According to Wealth Enhancement financial planner Kevin Won, CFP®, AWMA®, CRPC®, “we’re seeing older adults experimenting with AI tools for efficiency. They understand that these tools can help them reclaim time, which is one of life’s most precious resources.”

Simplifying Complex Tasks

While still in the workforce, AI is helping Insight Enterprises employees transform their daily workflow. Tasks that once took hours—such as reviewing financial reports or tracking industry or market data—now take minutes with the help of AI assistants that can summarize data, highlight key performance trends, and draft personal reports.

Others are using AI to enhance their personal lives. For instance, with an AI-powered trip planner, it's possible to enter your preferred travel destinations, dates, and hobbies, and have the chatbot design an itinerary for you complete with dining, sightseeing, and activity suggestions.

The same is true after retirement. “The retirees I work with value how AI brings order and clarity,” Won adds. “Whether it’s comparing health care options or managing monthly expenses, these tools can handle the heavy lifting so retirees can focus on other areas of their lives.”

Improving Health and Home Management

Many former Insight Enterprises professionals are also turning to AI for personal wellness and home organization. Some use chatbots for home maintenance guidance, while others leverage AI to build custom workout plans that adapt to travel schedules or physical limitations. These tools help retirees maintain consistency without needing advanced tech skills or expensive memberships.

According to Won, “AI can give older adults autonomy. They don’t need to wait for instruction or assistance. Technology enables them to take the lead in their daily lives, including finances and health care choices.”

A Modern Assistant for Financial Confidence

Retirees can also use AI to help arrange their financial information before meetings with advisors. From summarizing financial articles to preparing questions, AI helps retirees save time while staying informed. Some even use it as a digital filing assistant, categorizing tax documents, receipts, and travel logs for the upcoming year.

Won cautions, however, that “AI should be viewed as guidance, not a promise. It’s a powerful assistant, but it can still make errors—especially on topics like health or finance—so always double-check important information.”

From Skepticism to Confidence

While some retirees were initially hesitant to adopt AI, many have now incorporated it into their routines. Surveys show that, while older generations are slower to adopt new technologies, comfort and usage are steadily rising.¹

Won explains, “Retirees who’ve spent decades adapting to innovation in corporate environments, like Insight Enterprises, already have the resilience and mindset needed to learn new tools. Now, AI works for them—reducing complexity, not adding to it.”

A Smart Way to Simplify Retirement

For many retirees, using AI is about boosting productivity, not just curiosity. Automating travel planning, organizing budgets, and reducing decision fatigue can make retirement more manageable and less stressful.

According to Won, “you’re really adding peace of mind when you integrate smart tools into daily life. The goal isn’t to master the technology. It’s to let it operate behind the scenes so you can focus on what matters most.”

If you’re a Insight Enterprises retiree looking to organize your finances, streamline health care costs, or enjoy your retirement with fewer hassles, The Retirement Group can help. Call (800) 900-5867 to speak with a knowledgeable representative today.

For more information, visit WealthEnhancement.com or call Wealth Enhancement Group at (800) 492-1222 to speak with a Certified Financial Planner.

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Sources:

  • 1. Kakulla, Brittne, Laura Skufca, Patty David, Jessica Boothe, and Kristen Garrett. ' Empowering Independence With Technology Among Adults Age 50-Plus .'  Washington, DC: AARP Research, Jan. 2025.

  • 2. “Young Adults Are Leading the Way in AI Adoption.” AP-NORC Center for Public Affairs Research, 29 July 2025.

  • 3. Chui, Michael, et al.  The Economic Potential of Generative AI: The Next Productivity Frontier.  McKinsey Global Institute, June 2023.

  • 4. Chatbots in Consumer Finance. Consumer Financial Protection Bureau, June 2023.

  • 5. “Older Adults Express Mixed Views on Artificial Intelligence.” NORC at the University of Chicago, Oct. 2023.

What type of retirement savings plan does Insight Enterprises offer?

Insight Enterprises offers a 401(k) retirement savings plan to help employees save for their future.

How does Insight Enterprises match employee contributions to the 401(k) plan?

Insight Enterprises matches employee contributions up to a certain percentage, typically 50% of the first 6% of salary contributed.

When can employees at Insight Enterprises enroll in the 401(k) plan?

Employees at Insight Enterprises can enroll in the 401(k) plan during the initial onboarding process or during the annual open enrollment period.

What is the vesting schedule for the 401(k) contributions at Insight Enterprises?

Insight Enterprises has a vesting schedule that typically allows employees to become fully vested in company contributions after three years of service.

Are there any fees associated with the 401(k) plan at Insight Enterprises?

Yes, Insight Enterprises' 401(k) plan may have administrative fees, which are disclosed in the plan's summary plan description.

Can employees at Insight Enterprises take loans against their 401(k) savings?

Yes, Insight Enterprises allows employees to take loans against their 401(k) savings, subject to certain terms and conditions.

What investment options are available in the Insight Enterprises 401(k) plan?

The Insight Enterprises 401(k) plan offers a variety of investment options, including mutual funds, target-date funds, and company stock.

How can employees at Insight Enterprises change their contribution percentage to the 401(k) plan?

Employees at Insight Enterprises can change their contribution percentage by submitting a request through the employee benefits portal or contacting HR.

Does Insight Enterprises offer financial education resources for employees regarding their 401(k)?

Yes, Insight Enterprises provides financial education resources, including workshops and one-on-one consultations, to help employees understand their 401(k) options.

What happens to my 401(k) if I leave Insight Enterprises?

If you leave Insight Enterprises, you can choose to roll over your 401(k) into another retirement account, cash it out, or leave it in the Insight Enterprises plan if you have a sufficient balance.

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