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How DoorDash Retirees Are Using AI to Simplify Everyday Life

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'Artificial intelligence is helping many DoorDash 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.

'DoorDash 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 DoorDash 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 DoorDash 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 DoorDash’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 DoorDash 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 DoorDash 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 DoorDash, 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 DoorDash 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 401(k) plan offered by DoorDash?

The 401(k) plan at DoorDash is a retirement savings plan that allows employees to save for their future by contributing a portion of their salary before taxes.

Does DoorDash match employee contributions to the 401(k) plan?

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

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

DoorDash employees can enroll in the 401(k) plan through the employee benefits portal during the enrollment period or after they become eligible.

What are the eligibility requirements for DoorDash's 401(k) plan?

To be eligible for DoorDash's 401(k) plan, employees typically need to meet certain criteria, such as being a full-time employee and reaching a specific duration of employment.

Can DoorDash employees change their contribution percentage to the 401(k) plan?

Yes, DoorDash employees can change their contribution percentage to the 401(k) plan at any time through the employee benefits portal.

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

DoorDash's 401(k) plan offers a variety of investment options, including mutual funds, target-date funds, and other investment vehicles tailored to different risk levels.

Is there a vesting schedule for DoorDash's 401(k) matching contributions?

Yes, DoorDash has a vesting schedule for its matching contributions, meaning employees must work for a certain period before they fully own the matched funds.

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

DoorDash employees can access their 401(k) account information online through the designated retirement plan administrator's website.

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

If a DoorDash employee leaves the company, they can choose to roll over their 401(k) balance to a new employer's plan, an IRA, or cash out, subject to tax implications.

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

Yes, there may be administrative fees and investment-related expenses associated with DoorDash's 401(k) plan, which are disclosed in the plan documents.

With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.
I found information about DoorDash's employee benefits, including details on their 401(k) plan. DoorDash provides a 401(k) plan for its employees, which includes a matching contribution of 2% of the employee's salary. However, DoorDash does not offer a traditional pension plan. The 401(k) plan is the primary retirement savings vehicle, and employees are eligible to participate once they meet specific criteria, typically after one year of service. The sources reviewed did not provide a detailed pension formula or specific company acronyms related to retirement plans, as DoorDash seems to focus more on its 401(k) offerings rather than traditional pension plans. The information was gathered from DoorDash's official resources and employee reviews on benefits websites​
In 2023, DoorDash announced layoffs affecting approximately 1,250 employees as part of cost-cutting measures due to economic challenges. The severance package includes 17 weeks of pay and extended health benefits. Additionally, DoorDash is piloting a portable benefits savings program to help workers manage health insurance and emergency savings, indicating shifts in how the company approaches employee benefits. This restructuring reflects broader economic pressures, highlighting the need for companies to adapt their financial strategies amid changing market conditions.
For DoorDash, the company offers both stock options and Restricted Stock Units (RSUs) to employees as part of their compensation packages. The company's stock options are often granted with a four-year vesting schedule, and the RSUs generally vest over a similar period. Eligibility for these stock options and RSUs is typically limited to full-time employees, including executive-level positions. In 2022, DoorDash continued to offer these benefits, with notable grants to key executives. The same trend persisted in 2023 and 2024, with some adjustments to the vesting schedules and the value of the stock options and RSUs reflecting the company's stock performance during these years.
Health Insurance Stipends: Under California's Proposition 22, DoorDash provides healthcare stipends to qualifying Dashers based on their active hours. For instance, those averaging 15 to 25 active hours per week receive $735 per quarter, while those exceeding 25 hours receive $1,470. This stipend is part of their effort to ensure that Dashers can access health insurance despite being classified as independent contractors. Portable Benefits Program: In 2024, DoorDash launched a pilot program in Pennsylvania, introducing a portable benefits savings plan. This program allows eligible Dashers to allocate a portion of their earnings toward health insurance, retirement savings, and paid time off. The portability of these benefits is designed to cater to the flexible nature of gig work, ensuring that workers can maintain their benefits even as they move between jobs. Merchant Health Benefits Initiative: DoorDash has also expanded its focus on healthcare benefits for employees of its restaurant partners. The "Merchant Benefits & Discounts" program, launched recently, offers discounted healthcare, mental health services, and other resources to small businesses. This initiative is aimed at helping restaurants attract and retain staff by providing access to affordable benefits typically available only to larger companies. Collaboration with Stride Health: DoorDash has partnered with Stride Health to assist Dashers in selecting and managing their health insurance plans. This collaboration ensures that Dashers have access to personalized healthcare options that fit their needs, further supporting their independent contractor workforce with essential benefits.
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For more information you can reach the plan administrator for DoorDash at 303 2nd St, Suite 800 San Francisco, CA 94107; or by calling them at (855) 973-1040.

https://www.thelayoff.com/doordash https://www.engadget.com/doordash-layoffs-153656792.html https://about.doordash.com/en-us/news/doordash-supports-retirement-savings-for-americans-act https://www.marketbeat.com/instant-alerts/nasdaq-dash-sec-filing-2024-07-27/ https://ir.doordash.com/overview/default.aspx https://about.doordash.com/en-us https://about.doordash.com/en-us/news/doordash-supports-retirement-savings-for-americans-act https://www.supermarketnews.com/online-retail/doordash-launches-portable-health-benefits-program-pennsylvania https://participant.empower-retirement.com/participant/ https://www.fidelity.com/learning-center/personal-finance/retirement/company-stock https://bogartwealth.com/nua-strategy/ https://carlsoncap.com/articles/nua-net-unrealized-appreciation/ https://infiniumadvisors.com/retirement/how-to-save-taxes-with-the-net-unrealized-appreciation-strategy/ https://kpmg.com/xx/en/home/insights/2022/10/flash-alert-2022-193.html https://dealroom.net/ https://www.morganstanley.com/ https://www.insidearbitrage.com/ https://investorplace.com/2022/11/doordash-layoffs-2022-what-to-know-about-the-latest-dash-job-cuts/ https://help.doordash.com/consumers/s/article/How-do-Dasher-earnings-work?language=en_US https://www1.salary.com/DoorDash-Inc-Executive-Salaries.html https://nb.fidelity.com/public/nbpreloginnav/spa/fidelitywork/core/401k https://s22.q4cdn.com/280253921/files/doc_downloads/2023/DoorDash-ESG-update-2022.pdf https://www.paychex.com/articles/employee-benefits/annual-401k-contribution-limits?recommid=e45afc5e72f8aa60872e6e7138c645e5

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