Leaving CVS Pharmacy in 2025: What Happens to Your 401(k) and How to Avoid Taxes & Penalties

October 29, 2025

Introduction

The post-holiday season brings a surge of job changes, and if you're among the CVS Pharmacy employees considering a career move in 2025, you're likely wondering: "What happens to my CVS 401(k) when I quit?" This comprehensive guide addresses the critical decisions you'll face regarding your retirement savings and how to navigate them without triggering unnecessary taxes or penalties.

With nearly 70 million Americans holding over $11 trillion in 401(k) and defined contribution accounts as of Q2 2024, understanding your options when leaving an employer has never been more important. (Beagle Financial) The stakes are particularly high given that as of May 2023, there were 29.2 million left-behind or forgotten 401(k) accounts holding $1.65 trillion in retirement savings. (Beagle Financial)

Whether you're moving to a new employer, starting your own business, or taking a career break, the decisions you make about your CVS 401(k) in the coming weeks will impact your financial future for decades. This guide will walk you through every option, potential pitfall, and strategic consideration to help you make the smartest choice for your situation.

What happens to your CVS 401(k) when you leave?

When you separate from CVS Pharmacy, your 401(k) account doesn't simply disappear, but it does enter a critical decision period. Understanding your options is essential because the wrong choice could cost you thousands in taxes, penalties, and lost growth potential.

Your four main options


If your account balance exceeds $5,000, you can typically leave your 401(k) with CVS's plan administrator. However, this option comes with significant drawbacks that many departing employees don't fully understand.


If your new job offers a 401(k) plan, you may be able to transfer your CVS account directly. This keeps your retirement savings in the tax-advantaged 401(k) structure.


Moving your funds to an IRA often provides more investment options and potentially lower fees than employer plans. Modern fintech platforms have made this process significantly easier than traditional methods. (


While you can withdraw your funds entirely, this triggers immediate taxes and penalties that can devastate your retirement savings.

The hidden costs of leaving your 401(k) behind

Many CVS employees assume leaving their 401(k) with the company is the simplest option, but this decision often proves costly over time. Here's what you need to know about the real impact of abandoned retirement accounts.

Fee erosion over time

Employer 401(k) plans often carry higher fees than you might realize. Administrative fees, investment expense ratios, and recordkeeping charges can eat away at your balance year after year. Services like Beagle help users discover these hidden fees and understand their long-term impact on retirement savings. (Beagle Financial)

Limited investment options

CVS's 401(k) plan likely offers a curated selection of investment funds, but these may not align with your evolving financial goals or risk tolerance. Leaving your account behind means you're stuck with these limited choices indefinitely.

Account management challenges

Once you leave CVS, managing your old 401(k) becomes more complicated. You'll need to:

• Keep track of login credentials for a system you no longer use daily

• Update contact information manually when you move

• Navigate plan changes or administrator switches

• Remember the account exists when planning your overall retirement strategy

The "orphaned account" problem

The statistics on forgotten retirement accounts are staggering. With 29.2 million left-behind accounts holding $1.65 trillion, it's clear that many people lose track of their old 401(k)s entirely. (Beagle Financial) This isn't just a minor inconvenience - it represents a massive loss of retirement security for American workers.

Rolling over to an IRA: Your best option for most situations

For most CVS employees leaving the company, rolling over to an IRA offers the best combination of flexibility, cost savings, and long-term growth potential. Here's why this option deserves serious consideration.

Expanded investment universe

While your CVS 401(k) might offer 20-30 investment options, an IRA opens up thousands of possibilities including:

• Individual stocks and bonds

• Exchange-traded funds (ETFs) with ultra-low expense ratios

• Real estate investment trusts (REITs)

• International and emerging market funds

• Socially responsible investing options

Potentially lower fees

Many IRA providers offer competitive fee structures that can save you significant money over time. Modern robo-advisors and fintech platforms have driven costs down dramatically, with some offering management fees as low as 0.25% annually.

Simplified account management

Consolidating multiple retirement accounts into a single IRA creates several advantages:

• One login to track all your retirement savings

• Simplified required minimum distributions (RMDs) when you reach age 73

• Easier beneficiary management and estate planning

• Streamlined tax reporting

Professional management options

IRA rollovers can include access to professional portfolio management through robo-advisors or human financial advisors. Some platforms offer automated rebalancing, tax-loss harvesting, and other sophisticated strategies typically reserved for wealthy investors.

The rollover process: Step-by-step guide

Executing a 401(k) rollover correctly is crucial to avoiding taxes and penalties. Here's how to navigate the process safely and efficiently.

Step 1: Choose your destination

Before initiating any rollover, decide where your money will go. Research IRA providers based on:

• Investment options and quality

• Fee structures and transparency

• Customer service and platform usability

• Additional services like financial planning or tax optimization

Step 2: Open your new account

Most IRA providers allow you to open accounts online in minutes. You'll need:

• Social Security number

• Employment information

• Bank account details for funding

• Beneficiary information

Step 3: Initiate the direct rollover

Always choose a "direct rollover" (also called a trustee-to-trustee transfer) rather than receiving a check. This method:

• Avoids the 20% mandatory withholding on indirect rollovers

• Eliminates the 60-day deadline for redepositing funds

• Prevents accidental tax consequences

Step 4: Complete required paperwork

Both your old 401(k) provider and new IRA custodian will require forms. The process has become much more streamlined with modern fintech platforms that can handle much of the paperwork digitally. (Beagle Financial)

Step 5: Monitor the transfer

Rollovers typically take 2-4 weeks to complete. Stay in contact with both providers to ensure smooth processing and address any issues promptly.

Step 6: Invest your funds

Once the money arrives in your IRA, don't let it sit in cash. Develop an investment strategy aligned with your retirement timeline and risk tolerance.

Tax implications and penalty avoidance

Understanding the tax consequences of your 401(k) decisions is essential to preserving your retirement wealth. Here's what you need to know about each option.

Direct rollover: Tax-free transfer

A properly executed direct rollover from your CVS 401(k) to an IRA or new employer's 401(k) is not a taxable event. The money moves directly between custodians without you ever taking possession, preserving the tax-deferred status of your retirement savings.

Indirect rollover: Risky but possible

If you receive a check from your CVS 401(k), you have 60 days to deposit the full amount into a qualified retirement account. However:

• CVS must withhold 20% for taxes, even though this isn't necessarily your final tax liability

• You must come up with the withheld amount from other sources to avoid penalties

• Missing the 60-day deadline triggers full taxation plus penalties

• You can only do one indirect rollover per 12-month period across all your IRAs

Cash-out consequences: A costly mistake

Withdrawing your 401(k) funds entirely creates immediate tax consequences:

• The entire amount becomes taxable income in the year of withdrawal

• If you're under age 59½, you'll pay an additional 10% early withdrawal penalty

• You lose decades of potential tax-deferred growth

• You may push yourself into a higher tax bracket, increasing your overall tax burden

Example: The true cost of cashing out

Consider a 35-year-old CVS employee with a $50,000 401(k) balance:

Cash-out scenario:

• Federal taxes (22% bracket): $11,000

• Early withdrawal penalty (10%): $5,000

• State taxes (varies): $2,500 (estimated)

• Net received: ~$31,500

• Lost future growth (7% annually to age 65): ~$380,000

Rollover scenario:

• Immediate taxes: $0

• Penalties: $0

• Projected value at age 65: ~$430,000

The difference between these scenarios is nearly $400,000 in retirement wealth.

Special considerations for CVS employees

CVS Pharmacy employees face some unique considerations when managing their 401(k) transitions, particularly given the company's size and the complexity of its benefits structure.

CVS Health stock in your 401(k)

If your 401(k) includes CVS Health company stock, you may have additional options through Net Unrealized Appreciation (NUA) strategies. This advanced technique can provide tax advantages but requires careful analysis and professional guidance.

Multiple CVS accounts

Employees who've worked for CVS across different divisions or time periods might have multiple retirement accounts. Consolidating these accounts can simplify management and potentially reduce fees. Modern platforms specialize in helping users locate and consolidate old retirement accounts from various employers. (Beagle Financial)

Timing considerations

The timing of your departure from CVS can impact your 401(k) options:

• Leaving mid-year affects your annual contribution limits

• Vesting schedules may influence how much of your account you can take with you

• Market conditions at the time of rollover can impact your investment strategy

Modern solutions for 401(k) management

The retirement account management landscape has evolved dramatically in recent years, with fintech platforms making previously complex processes much more accessible and affordable.

Automated account discovery

Many people lose track of old 401(k) accounts when changing jobs. Specialized services can help locate these forgotten accounts, ensuring you don't leave money behind. The sign-up process for these services typically takes only 3 minutes and can uncover accounts you may have forgotten about. (Beagle Financial)

Streamlined rollover processes

Traditional 401(k) rollovers involved extensive paperwork and phone calls. Modern fintech platforms have digitized much of this process, making rollovers faster and less prone to errors. These platforms are designed to streamline the process of finding and consolidating old 401(k) accounts, traditionally a paper-heavy process. (Beagle Financial)

Comprehensive fee analysis

Understanding the true cost of your retirement accounts is crucial for long-term wealth building. Some platforms provide detailed fee analysis, helping you understand exactly what you're paying and how those costs impact your retirement timeline.

Integrated financial management

The best modern platforms don't just handle rollovers - they provide ongoing account management, investment advice, and financial planning services. This holistic approach helps ensure your retirement strategy remains on track as your life circumstances change.

Avoiding common rollover mistakes

Even with improved processes and technology, 401(k) rollovers can still go wrong. Here are the most common mistakes and how to avoid them.

Mistake 1: Choosing an indirect rollover unnecessarily

Many people request a check from their old 401(k) thinking it gives them more control, but this creates unnecessary tax complications. Always opt for a direct rollover unless you have a specific reason to do otherwise.

Mistake 2: Missing the 60-day deadline

If you do receive a distribution check, the 60-day clock starts ticking immediately. Don't assume you have 60 days from when you decide to act - the deadline is based on when you received the funds.

Mistake 3: Forgetting about outstanding loans

If you have an outstanding 401(k) loan when you leave CVS, it typically becomes due immediately. Failing to repay it can result in the loan balance being treated as a taxable distribution.

Mistake 4: Not updating beneficiaries

When you roll over to an IRA, your old beneficiary designations don't automatically transfer. Make sure to update these critical designations in your new account.

Mistake 5: Leaving money in cash too long

After completing a rollover, some people leave their funds in cash or money market accounts "temporarily" and forget to invest them. This can cost you years of potential growth.

Building your post-CVS retirement strategy

Leaving CVS presents an opportunity to reassess and optimize your entire retirement strategy. Here's how to make the most of this transition.

Evaluate your new employer's 401(k)

If you're moving to a new job, carefully evaluate the new employer's 401(k) plan:

• Investment options and quality

• Employer matching formula and vesting schedule

• Fee structure and administrative costs

• Loan and hardship withdrawal provisions

• Roth 401(k) availability

Consider Roth conversions

A job transition might create a lower-income year, making it an ideal time for Roth IRA conversions. Converting traditional 401(k) funds to a Roth IRA creates current-year tax liability but provides tax-free growth and withdrawals in retirement.

Optimize your overall asset allocation

With your CVS 401(k) funds now in an IRA with expanded investment options, you can optimize your asset allocation across all your accounts. Consider:

• Your age and retirement timeline

• Risk tolerance and investment experience

• Tax diversification between traditional and Roth accounts

• International and alternative investment exposure

Plan for required minimum distributions

If you're approaching age 73, consolidating retirement accounts can simplify your required minimum distribution (RMD) calculations and ensure compliance with IRS rules.

The role of professional guidance

While many aspects of 401(k) management have become more accessible through technology, complex situations may still benefit from professional guidance.

When to consider professional help

• Large account balances (over $100,000)

• Complex tax situations

• Multiple retirement accounts across different employers

• Significant company stock holdings

• Approaching retirement age

• Estate planning considerations

Types of professional assistance

Fee-only financial planners provide comprehensive retirement planning advice without product sales commissions.

Robo-advisors offer automated portfolio management and rebalancing at low costs.

Full-service financial advisors provide personalized advice but typically charge higher fees.

Specialized rollover services focus specifically on 401(k) consolidation and management, often combining technology with human support. (Beagle Financial)

Technology solutions for ongoing management

Once you've successfully rolled over your CVS 401(k), ongoing management becomes crucial for long-term success. Modern technology platforms offer several advantages for retirement account management.

Consolidated account viewing

Platforms that aggregate all your retirement accounts provide a single dashboard view of your entire retirement portfolio. This makes it easier to:

• Track overall progress toward retirement goals

• Maintain proper asset allocation across accounts

• Identify opportunities for optimization

• Simplify tax reporting and planning

Automated rebalancing

Many modern IRA providers offer automated rebalancing services that maintain your target asset allocation without manual intervention. This ensures your portfolio stays aligned with your risk tolerance and investment timeline.

Tax optimization features

Advanced platforms may offer tax-loss harvesting, which can help offset taxable gains in other parts of your portfolio. Some also provide guidance on optimal withdrawal strategies to minimize taxes in retirement.

Educational resources

The best platforms combine account management with educational content to help you make informed decisions about your retirement strategy. This ongoing education becomes particularly valuable as you navigate different life stages and market conditions.

Planning for the unexpected

Life rarely goes according to plan, so your retirement strategy should account for various scenarios that might affect your financial future.

Emergency access to funds

While retirement accounts are designed for long-term savings, life sometimes requires early access to funds. Understanding your options can help you make better decisions:

IRA early withdrawal exceptions allow penalty-free withdrawals for:

• First-time home purchases (up to $10,000)

• Higher education expenses

• Medical expenses exceeding 7.5% of adjusted gross income

• Health insurance premiums while unemployed

401(k) loans vs. IRA withdrawals have different rules and tax implications. Generally, IRA withdrawals offer more flexibility but come with permanent loss of contribution space.

Market volatility considerations

The timing of your rollover might coincide with market volatility. Consider:

• Dollar-cost averaging your investment over several months

• Maintaining some cash reserves for opportunities

• Avoiding panic decisions based on short-term market movements

• Focusing on long-term investment objectives

Changing regulations

Retirement account rules change periodically. The SECURE Act 2.0, for example, introduced several changes affecting 401(k) and IRA management. Staying informed about regulatory changes helps ensure your strategy remains compliant and optimized.

Long-term wealth building strategies

Successfully managing your CVS 401(k) rollover is just the beginning of your long-term wealth building journey. Here are strategies to maximize your retirement security.

Maximize future contributions

Once you've rolled over your CVS 401(k), focus on maximizing future retirement contributions:

• Contribute enough to your new employer's 401(k) to capture the full company match

• Consider increasing contributions annually or with salary raises

• Use IRA contributions to supplement employer plan limits

• Take advantage of catch-up contributions if you're over age 50

Diversification beyond retirement accounts

While 401(k)s and IRAs are powerful retirement tools, consider diversifying your wealth building:

• Taxable investment accounts for flexibility

• Real estate investments

• Health Savings Accounts (HSAs) for triple tax advantages

• Business investments or side income streams

Regular strategy reviews

Your retirement strategy should evolve with your life circumstances:

• Annual reviews of investment performance and allocation

• Adjustments for major life events (marriage, children, divorce)

• Updates to beneficiary designations

• Optimization for changing tax situations

Conclusion

Leaving CVS Pharmacy in 2025 presents both challenges and opportunities for your retirement planning. The decisions you make about your 401(k) in the coming weeks will impact your financial security for decades to come.

The key takeaways for CVS employees facing this transition:

1. Don't leave money behind: With 29.2 million forgotten accounts holding $1.65 trillion, avoiding the "orphaned account" trap is crucial. (Beagle Financial)

2. Choose direct rollovers: This method avoids taxes, penalties, and the complications of indirect transfers.

3. Consider IRA rollovers: For most people, rolling over to an IRA provides better investment options, lower fees, and greater flexibility than leaving funds with a former employer.

4. Leverage modern technology: Fintech platforms have made 401(k) management significantly easier, offering services from account discovery to automated investing. (Beagle Financial)

5. Think long-term: The difference between optimal and suboptimal 401(k) management can mean hundreds of thousands of dollars over a career.

6. Seek help when needed: Complex situations benefit from professional guidance, whether through comprehensive financial planning or specialized rollover services.

Remember, nearly 70 million Americans hold over $11 trillion in 401(k) accounts, making these decisions some of the most important financial choices you'll make. (Beagle Financial) Take the time to understand your options, avoid common mistakes, and set yourself up for long-term retirement success.

Your future self will thank you for the careful attention you pay to these critical decisions today. Whether you're moving to a new employer, starting your own business, or taking a different career path, proper 401(k) management ensures your retirement dreams remain within reach.

Frequently Asked Questions

What happens to my CVS 401(k) when I quit my job in 2025?

When you leave CVS, you have several options for your 401(k): leave it with CVS (if balance is over $5,000), roll it over to a new employer's plan, roll it into an IRA, or cash it out (not recommended due to taxes and penalties). The best choice depends on your specific financial situation and future employment plans.

How can I avoid taxes and penalties when leaving CVS with a 401(k)?

To avoid taxes and penalties, never cash out your 401(k) early. Instead, perform a direct rollover to an IRA or new employer's 401(k) plan. This preserves the tax-deferred status of your savings and avoids the 10% early withdrawal penalty plus income taxes that apply to early distributions.

Can I roll over my CVS 401(k) to an IRA, and what are the benefits?

Yes, you can roll over your CVS 401(k) to an IRA, which often provides more investment options and potentially lower fees than employer plans. An IRA rollover gives you greater control over your investments and may offer better customer service. You can choose between a traditional IRA (maintains tax-deferred status) or convert to a Roth IRA (pay taxes now for tax-free growth).

What should I do if I have multiple old 401(k) accounts from previous employers?

If you have forgotten 401(k) accounts from previous jobs, consider using services like Beagle or Capitalize to help locate and consolidate them. According to recent data, there are 29.2 million left-behind 401(k) accounts holding $1.65 trillion in retirement savings. Consolidating these accounts can help you better manage your retirement savings and potentially reduce fees.

How long do I have to decide what to do with my CVS 401(k) after leaving?

There's no immediate deadline for most 401(k) decisions, but CVS may require you to move small balances (typically under $1,000-$5,000) within 60-180 days. For larger balances, you can usually leave your money in the CVS plan indefinitely, though you'll lose the ability to make new contributions and may have limited investment options compared to an IRA.

What fees should I watch out for when managing my CVS 401(k) after leaving?

After leaving CVS, you may face higher administrative fees on your old 401(k) account, as some employers pass these costs to former employees. Look for expense ratios on investments, account maintenance fees, and transaction fees. Services like Beagle can help identify hidden fees in your old accounts and assist with rollovers to potentially lower-cost options.

Sources

1. https://meetbeagle.com/employer

2. https://meetbeagle.com/resources/articles/fintech-showdown-2025-beagle-vs-capitalize-vs-traditional-custodians-401k-rollover

3. https://www.finder.com/retirement/beagle-review