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

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Healthcare Provider Update: DocuSign offers 100% employer-paid health plans from day one, including medical, dental, and vision coverage. Employees benefit from HSAs, FSAs, and mental health support. The company provides up to six months of paid parental leave, fertility and adoption assistance, and caregiver support. Additional perks include wellness reimbursements, financial planning services, and a 401(k) with matching 7. DocuSign With ACA premiums expected to surge in 2026, DocuSigns fully covered health plans and family-focused benefits help employees maintain coverage without facing steep marketplace costs. Click here to learn more

'Many DocuSign 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.

'DocuSign 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 DocuSign 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 DocuSign 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 DocuSign 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 DocuSign 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 is the 401(k) plan offered by DocuSign?

The 401(k) plan at DocuSign is a retirement savings plan that allows employees to save a portion of their paycheck before taxes are taken out.

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

Yes, DocuSign offers a matching contribution to the 401(k) plan, helping employees maximize their retirement savings.

What are the eligibility requirements to participate in DocuSign's 401(k) plan?

Employees of DocuSign who are at least 21 years old and have completed a specified period of service are eligible to participate in the 401(k) plan.

How can I enroll in DocuSign's 401(k) plan?

Employees can enroll in DocuSign's 401(k) plan through the company's benefits portal during the enrollment period or after meeting eligibility requirements.

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

DocuSign's 401(k) plan offers a variety of investment options, including mutual funds, index funds, and target-date funds.

Can I change my contribution percentage to DocuSign's 401(k) plan?

Yes, employees can change their contribution percentage to DocuSign's 401(k) plan at any time, subject to the plan's guidelines.

What is the vesting schedule for DocuSign's 401(k) matching contributions?

DocuSign follows a specific vesting schedule for matching contributions, which typically requires employees to remain with the company for a certain number of years.

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

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

What happens to my DocuSign 401(k) if I leave the company?

If you leave DocuSign, you have several options for your 401(k) savings, including rolling it over to another retirement account or leaving it in the DocuSign plan if eligible.

Can I take a loan against my 401(k) with DocuSign?

Yes, DocuSign allows employees to take loans against their 401(k) balance, subject to the plan's terms and conditions.

With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.
DocuSign provides its employees with a Defined Contribution Plan, specifically the DOCUSIGN, INC. 401(K) PLAN. This plan allows employees to contribute a portion of their earnings to individual accounts, with possible employer matching contributions​ (Capitalize)​ (SimpleQDRO). The plan is administered by Vanguard, covering around 2,463 employees as of recent filings​ (Capitalize). The DOCUSIGN, INC. 401(K) PLAN is a cash or deferred arrangement under section 401(k) of the Internal Revenue Code, allowing employees to defer part of their compensation in exchange for contributions to the plan. Participants can direct their investments, with default options available for those who do not specify an investment direction​ (SimpleQDRO). As for the company's retirement plan, DocuSign does not offer a traditional pension plan. Instead, the focus remains on the 401(k) and profit-sharing elements, where contributions are tied to company profitability​ (SimpleQDRO). The DOCUSIGN, INC. 401(K) PLAN includes participant-directed accounts and provides options for lump sum withdrawals or rollovers into IRAs​ (SimpleQDRO). The plan is designed to allow immediate distribution of benefits upon qualification, such as retirement or employment termination.
Restructuring and Layoffs: In early 2024, DocuSign announced a significant restructuring plan due to slowing growth and increased operational costs. The company is reducing its workforce by approximately 10%, affecting various departments including sales and support. This move aims to streamline operations and focus on core business areas. The decision comes as a response to the challenging economic conditions and a shift in the market dynamics which have pressured tech firms to optimize their cost structures. This is important to address given the current economic environment where many companies are reassessing their strategies due to inflation and market fluctuations.
DocuSign offered stock options and RSUs to its employees as part of their compensation package. These were typically available to senior executives and employees at various levels depending on their role and tenure. DocuSign used acronyms like ISO (Incentive Stock Options) and RSU (Restricted Stock Units) to denote their stock options and equity awards.
Benefits Overview Page: DocuSign's benefits information for employees is detailed on their official website, covering medical, dental, vision insurance, and other health-related benefits. Look for specific terms like “Comprehensive Health Coverage,” “Preventive Care,” and “Mental Health Support.” Employee Reviews: Glassdoor often provides insights into employee satisfaction with benefits, including specific terms like “401(k) matching,” “HSA (Health Savings Account),” and “FSA (Flexible Spending Account).”
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For more information you can reach the plan administrator for DocuSign at 221 Main St, Suite 1550 San Francisco, CA 94105; or by calling them at (877) 720-2040.

*Please see disclaimer for more information

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