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How iHeartMedia Retirees Are Using AI to Simplify Everyday Life

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Healthcare Provider Update: Healthcare Provider for iHeartMedia iHeartMedia offers its employees healthcare coverage through various plans under the Affordable Care Act (ACA) marketplace. Specific insurance providers for iHeartMedia employees can include major insurers such as UnitedHealthcare, Anthem, Cigna, and Molina Healthcare, depending on the enrolled plans available in their respective states. Potential Healthcare Cost Increases in 2026 As 2026 approaches, iHeartMedia employees face a potential surge in healthcare costs, driven by significant increases in ACA marketplace premiums. With some states experiencing hikes exceeding 60%, the expiration of enhanced federal subsidies will add further financial strain, potentially raising out-of-pocket premium expenses by over 75% for many enrollees. Contributing factors include rising medical costs, higher prescription drug prices, and an overall increase in healthcare utilization, making 2026 especially challenging for those relying on ACA plans. Click here to learn more

'Artificial intelligence is helping many iHeartMedia 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.

'iHeartMedia 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 iHeartMedia 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 iHeartMedia 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 iHeartMedia’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 iHeartMedia 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 iHeartMedia 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 iHeartMedia, 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 iHeartMedia 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 iHeartMedia offer to its employees?

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

Does iHeartMedia provide any matching contributions to the 401(k) plan?

Yes, iHeartMedia offers a matching contribution to the 401(k) plan, which helps employees maximize their retirement savings.

What is the eligibility requirement for employees to participate in iHeartMedia's 401(k) plan?

Employees at iHeartMedia are eligible to participate in the 401(k) plan after completing a specified period of service, typically within the first year of employment.

Can employees of iHeartMedia choose how much to contribute to their 401(k) plan?

Yes, employees can choose to contribute a percentage of their salary to the iHeartMedia 401(k) plan, within the limits set by the IRS.

Are there any fees associated with iHeartMedia's 401(k) plan?

Yes, like most 401(k) plans, iHeartMedia's plan may have administrative fees and investment fees, which are disclosed in the plan documents.

What investment options are available in iHeartMedia's 401(k) plan?

iHeartMedia offers a range of investment options in its 401(k) plan, including mutual funds, target-date funds, and other investment vehicles.

How often can employees change their contribution amounts to the iHeartMedia 401(k) plan?

Employees can typically change their contribution amounts to the iHeartMedia 401(k) plan on a quarterly basis or as specified in the plan documents.

Does iHeartMedia allow for loans against the 401(k) plan?

Yes, iHeartMedia's 401(k) plan may allow employees to take loans against their account balance, subject to certain terms and conditions.

What happens to my 401(k) account if I leave iHeartMedia?

If you leave iHeartMedia, you can choose to roll over your 401(k) account to another retirement plan, cash it out, or leave it in the iHeartMedia plan if allowed.

Is there a vesting schedule for the employer match in iHeartMedia's 401(k) plan?

Yes, iHeartMedia has a vesting schedule for employer matching contributions, which determines how much of the match you own based on your years of service.

With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.
Employee Pension Plan Plan Name: iHeartMedia does not have a traditional pension plan. The company primarily offers a 401(k) plan for retirement savings. Years of Service and Age Qualification: iHeartMedia does not offer a defined benefit pension plan, so there are no specific years of service or age qualification criteria for such a plan. Plan Name: iHeartMedia 401(k) Plan Eligibility: Employees are eligible to participate in the iHeartMedia 401(k) Plan. Typically, eligibility begins after 30 days of employment, although this can vary based on the employee's role and employment status. 401(k) Plan Features: The plan offers a range of investment options, and iHeartMedia provides a company match, which may vary based on the employee's contribution level and tenure.
Restructuring and Layoffs: In early 2024, iHeartMedia announced a significant restructuring plan aimed at reducing operational costs and streamlining its business. This decision comes as part of a broader effort to adapt to the rapidly changing media landscape and fluctuating ad revenues. The company is expected to cut approximately 10% of its workforce, which could impact several departments across the organization. This restructuring is critical to follow due to its potential implications on job security, industry dynamics, and market competitiveness. Company Benefits, Pension, and 401k Changes: iHeartMedia has also made changes to its employee benefits and retirement plans. The company has adjusted its 401k matching contributions and modified its pension plan to better align with its financial strategies. These changes could affect employees' long-term financial planning and retirement readiness. Understanding these adjustments is essential in the current economic environment, where investment strategies and tax implications play a crucial role in personal financial security.
In 2022, iHeartMedia provided stock options (SO) and Restricted Stock Units (RSUs) to senior executives and key employees. The RSU grants had performance-based vesting conditions.
Benefits Overview: iHeartMedia provides a range of health benefits, including medical, dental, and vision insurance. They offer a Health Savings Account (HSA) and Flexible Spending Account (FSA) options. Coverage includes preventive care, mental health support, and employee assistance programs.
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