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Marriage and Money After 50: Key Planning Steps for DocuSign Employees

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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

'DocuSign employees navigating remarriage must recognize that pensions, 401(k)s, and estate plans often shift automatically without updated documentation, making proactive planning essential to preserve both retirement goals and family legacies.' – Michael Corgiat, a representative of The Retirement Group, a division of Wealth Enhancement Group.

'DocuSign employees entering later-life marriages should carefully review pensions, 401(k)s, and beneficiary designations, as failing to update these arrangements can unintentionally redirect assets and disrupt long-term family plans.' – Brent Wolf, a representative of The Retirement Group, a division of Wealth Enhancement Group.

In this article we will discuss:

  1. How pensions, 401(k)s, and IRAs are affected by remarriage.

  2. The role of property, investments, and trust structures in balancing family needs.

  3. Healthcare and long-term care costs that may impact retirement planning.

Getting married later in life can be incredibly rewarding, providing companionship and renewed purpose. But for DocuSign employees, it also brings unique financial complexities. Younger couples often focus on building assets, while those entering second or third marriages must evaluate how existing arrangements—such as investment portfolios, 401(k)s, IRAs, and pensions—will be impacted. Assets may already be structured to support retirement income or earmarked for children, and remarriage can unintentionally shift inheritance outcomes without careful planning.

Benefits for Survivors and Pensions

One of the most important financial considerations in later-life marriages is the pension. Unless specifically waived, surviving spouses are often entitled to pension survivor payments under federal law. This means a new spouse may legally receive benefits intended for children or other heirs, regardless of prior intentions. DocuSign employees weighing joint-and-survivor versus single-life annuity options face critical choices that are often permanent. While the joint option provides income to a surviving spouse, it usually lowers monthly benefits and cannot be changed once selected.

IRAs, Beneficiary Designations, and 401(k)s

Defined contribution plans like 401(k)s and IRAs present similar challenges. Under ERISA rules, a spouse is the default beneficiary, overriding wills or trusts unless a notarized waiver is signed. For a DocuSign employee with a large 401(k) balance, failing to update documentation after remarriage could result in the entire account going to a new spouse, leaving children without access. Regularly reviewing and updating beneficiary forms is important to align accounts with long-term legacy goals.

Real Estate and Investment Portfolios

Properties, taxable brokerage accounts, and even business interests must also be reviewed carefully. In some states, community property laws may convert individual holdings into joint ownership, creating unintended consequences. For DocuSign retirees with real estate or long-held investments, these assets may become a source of conflict between children and stepchildren if expectations are not clearly documented. Prenuptial or postnuptial agreements can clarify which accounts fund household expenses and which remain separate.

Costs of Long-Term Care and Healthcare

Later-life marriages also increase exposure to healthcare and long-term care costs. With both spouses at higher risk of illness, shared assets may be depleted if one spouse requires extended medical treatment. DocuSign employees can explore Medicaid planning strategies, long-term care insurance, or hybrid annuities to help manage these risks. Without planning, healthcare costs could significantly reduce retirement portfolios and alter intended inheritances.

Openness with Family Members

Family communication is a vital component of financial planning. If children discover after a parent’s death that pensions or retirement accounts automatically transferred to a new spouse, feelings of exclusion or betrayal may arise. DocuSign families can lower the risk of disputes by openly discussing beneficiary waivers, trusts, or prenuptial agreements. Transparent conversations often prevent resentment and costly legal challenges later.

Trust Structures for Balance

Trusts provide a structured way to balance the needs of children and a new spouse. A Qualified Terminable Interest Property (QTIP) trust, for instance, allows the surviving spouse to receive income while preserving the principal for heirs. For DocuSign retirees, this approach allows the surviving spouse to receive support while maintaining assets for the next generation.

Timing and Legal Performance

The timing of agreements also matters. Contracts signed immediately before a wedding may be challenged in court as coerced, weakening enforceability. DocuSign employees should complete prenuptial agreements well before marriage, with full disclosure of pensions, stock options, and real estate holdings. Careful preparation strengthens legal standing and provides clarity for both partners.

Other Options Besides Marriage

For some couples, cohabitation agreements may be preferable to formal marriage, allowing them to maintain separate estates while living together. However, states that recognize “committed intimate relationships” may still impose property-sharing rules, creating complications. Just as with marriage, DocuSign employees should seek legal guidance to reduce the chance of unexpected outcomes.

Final Thoughts

Managing wealth, retirement income, and family legacies in later-life marriages requires proactive planning. For DocuSign employees, medical costs can erode retirement savings, 401(k)s are bound by federal spousal rules, pensions default to spouses, and investment accounts may be subject to state property laws. These issues can be addressed through strategies such as prenuptial agreements, trust planning, spousal waivers, and long-term care arrangements.

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Sources:

1. Employee Benefits Security Administration.  What You Should Know About Your Retirement Plan . U.S. Department of Labor, Sept. 2021, pp. 17–18.

2. Internal Revenue Service.  Publication 590-B: Distributions from Individual Retirement Arrangements (IRAs) . U.S. Dept. of the Treasury, 19 Mar. 2025, pp. 5–6, 10, 24.

3. CareScout Research.  2024 Cost of Care Survey . Genworth, 28 Feb. 2025, pp. 1–2.

4. Washington State Administrative Office of the Courts.  Family Law Handbook: Understanding the Legal Implications of Marriage and Divorce in Washington State . July 2019, pp. 17–19.

5. Uniform Law Commission.  Uniform Premarital and Marital Agreements Act (UPMAA) . National Conference of Commissioners on Uniform State Laws, 2012, pp. 11–14.

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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