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How Everyday Choices Impact Twilio Employees’ Paths to a Stronger Retirement

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Healthcare Provider Update: Twilio provides health insurance coverage to its U.S.-based employees through partnerships with major providers. Employees can choose from medical, dental, and vision plans, with access to mental health services, fertility benefits, and generous parental leave. Twilio also offers Health Savings Accounts (HSAs) with employer contributions, flexible work arrangements, and wellness reimbursements. Twilio 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

'Many Twilio employees overlook how everyday spending habits influence their long-term goals, making it important to understand how consistent financial discipline in small decisions can be just as impactful as major investment choices when preparing for retirement.'— Wesley Boudreaux, a representative of The Retirement Group, a division of Wealth Enhancement.

'Twilio employees can strengthen their retirement outlook by recognizing that sustainable wealth often grows from steady, mindful habits rather than big financial moves,' — Patrick Ray, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article, we will discuss:

  1. The hidden cost of convenience and its impact on wealth.

  2. How small savings can compound over time to strengthen retirement readiness.

  3. Practical money habits that support fiscal discipline across generations.

Maintaining Your Standard of Living: Small Habits That Build Long-Term Wealth

by Brent Wolf, CPA, Wealth Enhancement

I recently spoke with a client who had carefully built significant savings through years of consistent fiscal discipline. When his children remarked that “baby boomers had it easy,” he simply replied, “We just learned to live within our means.” That mindset remains just as valuable today for Twilio employees preparing for retirement.

The Hidden Cost of Convenience

Modern conveniences can quietly erode long-term wealth. Services like Uber Eats, DoorDash, and Grubhub can make life easier, but research shows that delivery orders can cost between 80% and 105% more than picking up the same meal yourself. 1  These additional costs often stem from:

  • - Restaurants increasing menu prices by 20–30% for delivery app orders 2

  • - Added platform service and delivery fees

  • - Extra taxes layered into the total

  • - Tips on top of already inflated costs

Essentially, you’re paying more for someone else to handle the task—not for a better product.

How Small Savings Compound Over Time

Choosing to cook at home or pick up meals rather than relying on delivery can save roughly $250 per week, or about $13,000 per year. 3  Over two decades, that amounts to $260,000 in cash savings. If those savings were invested and grew at a 10% annual rate, they could potentially reach $687,300. 4  That's a lot of savings for an incremental change, enough to substantially influence retirement readiness for many Twilio employees.

Building Better Money Habits

Reducing unnecessary spending doesn’t mean giving up what you enjoy. Consider these practical steps:

  • - Call restaurants directly and pick up your meal instead of ordering through apps

  • - Prepare more meals at home

  • - Walk to nearby restaurants instead of paying for delivery

Long-term fiscal strength often results from steady, thoughtful habits that align with broader goals—something Twilio employees can integrate into their daily routines.

Taking the Next Step

Growth rarely comes from one major decision; it’s built through consistent, intentional behaviors. By rethinking spending habits and redirecting small savings, you can make meaningful progress toward long-term retirement goals.

The Retirement Group can help Twilio employees understand how everyday savings may support their broader strategy. To discuss how these principles can fit into your retirement planning, call (800) 900-5867 to speak with a financial professional today.

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What type of retirement plan does Twilio offer to its employees?

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

Does Twilio match contributions to its 401(k) plan?

Yes, Twilio provides a matching contribution to employees who participate in the 401(k) plan.

What is the eligibility requirement for Twilio's 401(k) plan?

Employees at Twilio are eligible to participate in the 401(k) plan after completing a specified period of service.

Can employees at Twilio choose how to invest their 401(k) contributions?

Yes, Twilio allows employees to choose from a variety of investment options for their 401(k) contributions.

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

Yes, Twilio has a vesting schedule that determines when employees fully own the matching contributions made to their 401(k) accounts.

How often can Twilio employees change their 401(k) contribution amounts?

Twilio employees can change their contribution amounts at regular intervals, typically during open enrollment or at any time as allowed by the plan.

What are the tax benefits of participating in Twilio's 401(k) plan?

Contributions to Twilio's 401(k) plan are made on a pre-tax basis, which can lower an employee's taxable income.

Can Twilio employees take loans against their 401(k) savings?

Yes, Twilio allows employees to take loans against their 401(k) savings, subject to certain conditions and limits.

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

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

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

Yes, there may be administrative fees associated with Twilio's 401(k) plan, which are disclosed in the plan documents.

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