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How Watsco Retirees Are Using AI to Simplify Everyday Life

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Healthcare Provider Update: Watsco offers a comprehensive benefits program that includes medical, dental, vision, life, and disability insurance. Employees receive cash incentives for completing wellness assessments and have access to Teladoc for 24/7 virtual care. The company also provides a 401(k) plan with matching contributions and an Employee Stock Purchase Plan 7. Healthcare costs in the United States are projected to continue rising through 2026, with insurers proposing significant premium increases for Affordable Care Act (ACA) plans. A recent analysis found that ACA insurers are seeking a median premium increase of 15% for 2026, marking the largest hike since 2018. This surge is attributed to factors such as the anticipated expiration of enhanced premium tax credits, rising medical costsincluding expensive medications and increased hospital staysand a shift in the risk pool towards higher-cost enrollees. Without the renewal of enhanced subsidies, out-of-pocket premiums for ACA marketplace enrollees could increase by more than 75% on average. Click here to learn more

'Artificial intelligence is helping many Watsco 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.

'Watsco 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 Watsco 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 Watsco 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 Watsco’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 Watsco 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 Watsco 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 Watsco, 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 Watsco 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 is the primary purpose of Watsco's 401(k) plan?

The primary purpose of Watsco's 401(k) plan is to help employees save for retirement by allowing them to contribute a portion of their salary on a pre-tax basis.

How can Watsco employees enroll in the 401(k) plan?

Watsco employees can enroll in the 401(k) plan by completing the enrollment process through the company's HR portal or by contacting the HR department for assistance.

Does Watsco offer a company match for 401(k) contributions?

Yes, Watsco offers a company match for 401(k) contributions, which helps employees maximize their retirement savings.

What is the maximum contribution limit for Watsco's 401(k) plan?

The maximum contribution limit for Watsco's 401(k) plan is determined by the IRS and may change annually; employees should check the latest guidelines for the current limit.

Can Watsco employees change their contribution percentage at any time?

Yes, Watsco employees can change their contribution percentage at any time, typically through the HR portal or by submitting a request to HR.

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

Watsco's 401(k) plan offers a variety of investment options, including mutual funds, stocks, and bonds, allowing employees to diversify their portfolios.

Is there a vesting schedule for Watsco's 401(k) company match?

Yes, Watsco has a vesting schedule for the company match, which means employees must work for a certain period before they fully own the matched contributions.

How can Watsco employees access their 401(k) account information?

Watsco employees can access their 401(k) account information through the online portal provided by the plan administrator.

What happens to a Watsco employee's 401(k) if they leave the company?

If a Watsco employee leaves the company, they have several options for their 401(k), including rolling it over to another retirement account, cashing it out, or leaving it with Watsco.

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

Yes, there may be fees associated with Watsco's 401(k) plan, which can include administrative fees and investment management fees. Employees should review the plan documents for details.

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