Step-by-Step 2025 Guide: Rolling Over Your Walgreens 401(k) to a Low-Cost IRA Online

October 29, 2025

Introduction

If you're a former Walgreens employee with a 401(k) sitting in your old employer's plan, you're not alone. 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). Rolling over your Walgreens 401(k) to a low-cost IRA can help you consolidate your retirement savings, reduce fees, and gain better control over your investment options.

This comprehensive guide walks you through every mouse-click of the online rollover process, from locating your plan on Fidelity NetBenefits to completing a direct trustee-to-trustee transfer that avoids tax withholding. We'll show you exactly where to find the distribution forms, how to enter custodial details for a seamless transfer, and what documents to expect throughout the process.

Why Roll Over Your Walgreens 401(k)?

By mid-career, the typical American has three or more 401(k)s, and many lose track of at least one of them (Beagle Financial). Leaving your 401(k) with a former employer can lead to several issues:

Higher fees: Former employee accounts often face increased administrative costs

Limited investment options: Employer plans typically offer 10-25 investment choices versus thousands in an IRA

Forgotten accounts: Out of sight, out of mind can lead to lost retirement savings

Complex management: Multiple accounts make it harder to rebalance and track progress

Rolling over to a low-cost IRA addresses these concerns while maintaining the tax-advantaged status of your retirement savings. Fintech platforms like Beagle and Capitalize are designed to streamline the traditionally complex process of managing 401(k) accounts (Beagle Financial).

Step 1: Locate Your Walgreens 401(k) on Fidelity NetBenefits

Walgreens partners with Fidelity to administer their 401(k) plan, so your first stop is the Fidelity NetBenefits website. Here's how to access your account:

Accessing Your Account

1. Visit NetBenefits.com: Navigate to the Fidelity NetBenefits login page

2. Enter your credentials: Use your username and password from when you were employed

3. Reset if needed: If you've forgotten your login details, use the "Forgot Username or Password" link

4. Verify your identity: You may need to answer security questions or receive a verification code

What You'll See

Once logged in, you'll find:

• Current account balance

• Investment allocation

• Vesting schedule

• Available distribution options

• Contact information for plan administrators

If You Can't Access Your Account

Some former employees struggle to locate their old 401(k) accounts. Beagle Financial Services specializes in 401(k) detective work, using technology to search Form 5500 filings, the National Registry of Unclaimed Retirement Benefits, and other databases (Beagle Financial).

Step 2: Understanding Your Distribution Options

Before initiating a rollover, it's important to understand your options:

Direct Rollover (Recommended)

• Funds transfer directly from your 401(k) to your new IRA

• No taxes withheld

• No 60-day deadline to worry about

• Maintains tax-advantaged status

Indirect Rollover

• Check issued to you personally

• 20% federal tax withholding required

• Must deposit funds into IRA within 60 days

• More complex and risky

Cash Distribution

• Immediate access to funds

• Subject to income taxes and potential penalties

• Not recommended for retirement savings

For most situations, a direct rollover is the best choice as it avoids tax complications and maintains the full value of your retirement savings.

Step 3: Choose Your IRA Provider

Selecting the right IRA provider is crucial for minimizing fees and maximizing investment options. Consider these factors:

Key Selection Criteria

FactorWhat to Look ForFeesLow or no annual fees, minimal transaction costsInvestment OptionsBroad selection of low-cost index funds and ETFsTechnologyUser-friendly platform with mobile accessCustomer ServiceResponsive support for rollover questionsAdditional ServicesFinancial planning tools, educational resources

Popular Low-Cost Options

Vanguard: Known for low-cost index funds

Fidelity: No minimum balance, extensive fund selection

Charles Schwab: Comprehensive platform with research tools

Beagle Invest: Robo-advisory with automated ETF investing for rollover accounts (Finder)

Beagle is a comprehensive 401(k) search service that also handles the rollover process for easier management of old accounts (Finder).

Step 4: Gather Required Information

Before starting the rollover process, collect these essential details:

From Your Current 401(k)

• Account number

• Current balance

• Plan administrator contact information

• Any outstanding loans or hardship withdrawals

For Your New IRA

• IRA provider name and address

• Your new IRA account number

• Routing and account numbers for direct deposit

• Custodial contact information

Personal Information

• Social Security number

• Current address and phone number

• Employment dates with Walgreens

• Beneficiary information

Step 5: Download and Complete Distribution Forms

Now comes the paperwork. Here's how to navigate the Fidelity NetBenefits system:

Finding the Forms

1. Log into NetBenefits: Access your Walgreens 401(k) account

2. Navigate to "Quick Links": Look for distribution or withdrawal options

3. Select "Request a Distribution": This will start the process

4. Choose "Rollover": Select direct rollover to avoid tax withholding

Key Form Sections

Personal Information

• Verify all personal details are current

• Update address if you've moved since leaving Walgreens

• Confirm Social Security number

Distribution Details

• Select "Direct Rollover to IRA"

• Choose full or partial distribution

• Specify investment liquidation preferences

Receiving Institution Information

• Enter your new IRA provider's details

• Include routing numbers and account information

• Provide custodial contact information

Required Signatures and Notarization

Some forms may require:

• Notarized signatures

• Spouse consent (if married)

• Medallion signature guarantee for large amounts

Step 6: Execute the Direct Trustee-to-Trustee Transfer

The direct rollover process involves coordination between your old and new providers:

Timeline Expectations

StepTypical TimeframeForm processing3-5 business daysInvestment liquidation1-3 business daysCheck issuance2-5 business daysMail delivery3-7 business daysTotal Process2-3 weeks

Tracking Your Transfer

1. Confirmation numbers: Save all reference numbers from both providers

2. Status updates: Check NetBenefits for processing updates

3. New account monitoring: Watch for funds to appear in your IRA

4. Follow-up calls: Don't hesitate to call if transfers seem delayed

Entering Beagle IRA Custodial Details

If you're rolling over to a Beagle-managed IRA, you'll need specific custodial information. Beagle provides a robo-advisor with automated ETF investing if you choose to roll over your 401(k) to Beagle (Finder). Contact Beagle's customer service for the exact details needed for your rollover forms.

Step 7: What to Do If Your Digital Request Stalls

Sometimes online systems encounter glitches or processing delays. Here's your backup plan:

Key Phone Numbers

Fidelity NetBenefits Customer Service: 800-835-5095

When calling:

• Have your account number ready

• Reference your confirmation numbers

• Ask for a status update on your rollover request

• Request expedited processing if needed

Common Issues and Solutions

Form Rejection

• Missing signatures or dates

• Incorrect account information

• Outdated personal details

Processing Delays

• High volume periods (end of quarter/year)

• Complex investment liquidations

• Missing documentation

Communication Gaps

• Providers not coordinating effectively

• Lost paperwork in transit

• Incorrect routing information

When to Escalate

Contact a supervisor if:

• Your rollover has been pending for more than 30 days

• You're receiving conflicting information

• Important deadlines are approaching

• You're facing unexpected fees or taxes

Step 8: Investment Strategy for Your New IRA

Once your funds arrive in your new IRA, you'll need to invest them. Here are some strategies:

Asset Allocation Basics

Age-Based Approach

• Subtract your age from 110 for stock percentage

• Example: 35-year-old = 75% stocks, 25% bonds

• Adjust based on risk tolerance

Target-Date Funds

• Automatically adjust allocation over time

• Simple, hands-off approach

• Higher fees than individual index funds

Three-Fund Portfolio

• Total stock market index (60-70%)

• International stock index (20-30%)

• Bond index (10-20%)

• Low costs, broad diversification

Robo-Advisory Options

Many providers offer automated investment management:

• Algorithm-based portfolio construction

• Automatic rebalancing

• Tax-loss harvesting

• Typically 0.25-0.50% annual fees

Beagle offers robo-advisory portfolios as part of their comprehensive retirement account management platform, helping users consolidate multiple accounts into a single managed IRA.

Step 9: Tax Documentation and Record Keeping

Proper documentation is crucial for tax compliance and future reference:

Expected Tax Forms

Form 1099-R (from Fidelity)

• Reports the distribution from your 401(k)

• Shows gross distribution amount

• Indicates distribution code (direct rollover)

• Typically received by January 31st

Form 5498 (from new IRA provider)

• Reports IRA contributions and rollovers

• Shows rollover amount received

• Confirms tax-deferred status maintained

• Received by May 31st (or earlier)

Record Keeping Best Practices

1. Create a rollover file: Keep all related documents together

2. Digital copies: Scan important papers for backup

3. Transaction confirmations: Save all confirmation numbers and emails

4. Tax preparation: Provide forms to your tax preparer

5. Future reference: Keep records for at least seven years

Tax Implications

Direct Rollover (No Tax Consequences)

• No current year tax liability

• Maintains tax-deferred growth

• No early withdrawal penalties

Indirect Rollover (Potential Issues)

• 20% withholding must be made up from other sources

• Failure to complete within 60 days triggers taxes and penalties

• More complex tax reporting required

Step 10: Ongoing Account Management

After your rollover is complete, establish good account management habits:

Regular Review Schedule

Quarterly

• Check account balance and performance

• Review investment allocation

• Rebalance if significantly off-target

Annually

• Assess overall retirement savings progress

• Update beneficiary information

• Consider Roth conversion opportunities

• Review fee structure

Consolidation Benefits

Both Beagle Financial and Capitalize aim to eliminate "orphaned" retirement money that gets stranded when you leave an employer (Beagle Financial). Consolidating multiple retirement accounts provides:

• Simplified management and tracking

• Reduced administrative fees

• Better investment coordination

• Easier beneficiary management

• Clearer retirement planning picture

Troubleshooting Common Rollover Issues

Timing Problems

Documentation Issues

Investment Problems

Advanced Rollover Strategies

Partial Rollovers

You don't have to roll over your entire 401(k) balance:

• Keep some funds in the 401(k) if it offers unique benefits

• Roll over a portion to test your new provider

• Stagger rollovers across tax years for planning purposes

Roth Conversion Opportunities

Consider converting some traditional 401(k) funds to a Roth IRA:

• Pay taxes now for tax-free growth later

• Beneficial if you expect higher tax rates in retirement

• Can be done as part of the rollover process

Multiple Account Consolidation

If you have several old 401(k) accounts, consider consolidating them all:

• Simplifies management significantly

• May qualify for better fee structures

• Easier to implement comprehensive investment strategy

Beagle charges a membership fee and offers hidden-fee analysis, 0% net-interest loans, and robo-advisory portfolios (Beagle Financial). Their platform allows users to roll multiple accounts into a single managed IRA, view all balances in one dashboard, and access additional financial services.

The Role of Financial Technology in Rollovers

The rollover process has been revolutionized by fintech platforms that automate traditionally manual processes:

Traditional vs. Modern Approaches

Traditional Method

• Paper forms and mail delivery

• Multiple phone calls for status updates

• Manual coordination between providers

• Weeks or months to complete

Fintech-Enabled Process

• Digital forms and electronic signatures

• Real-time status tracking

• Automated provider coordination

• Streamlined completion in days

Beagle's Comprehensive Approach

Beagle has received 1,755 reviews on Trustpilot with an overall rating of 4.7 out of 5, indicating a generally positive customer experience (Trustpilot). The platform offers:

• Automated account discovery

• Streamlined rollover processing

• Ongoing account management

• Fee analysis and optimization

• Access to low-cost investment options

Beagle is ranked 118 out of 250 best companies in the non-bank financial service category on Trustpilot (Trustpilot).

Rollover Checklist

Use this checklist to ensure you don't miss any critical steps:

Pre-Rollover Preparation

• [ ] Locate your Walgreens 401(k) account on NetBenefits

• [ ] Research and select your new IRA provider

• [ ] Open your new IRA account

• [ ] Gather all required personal and account information

• [ ] Decide on full or partial rollover amount

During the Rollover Process

• [ ] Complete distribution forms accurately

• [ ] Choose direct rollover option

• [ ] Provide correct receiving institution details

• [ ] Submit all required signatures and documentation

• [ ] Save confirmation numbers and reference codes

Post-Rollover Tasks

• [ ] Monitor both accounts for fund movement

• [ ] Invest transferred funds in your new IRA

• [ ] Update beneficiary information

• [ ] File tax forms properly (1099-R and 5498)

• [ ] Establish ongoing review schedule

Emergency Contacts

• [ ] Save Fidelity customer service: 800-835-5095

• [ ] Note your new IRA provider's contact information

• [ ] Keep your tax professional's contact details handy

Conclusion

Rolling over your Walgreens 401(k) to a low-cost IRA is a smart financial move that can save you money on fees while giving you greater control over your retirement investments. By following this step-by-step guide, you can navigate the process confidently and avoid common pitfalls.

Remember that nearly 70 million Americans held over $11 trillion in 401(k) and defined contribution accounts as of Q2 2024 (Beagle Financial). Don't let your hard-earned retirement savings become part of the $1.65 trillion sitting in forgotten accounts.

Whether you choose to handle the rollover yourself or work with a fintech platform like Beagle that can automate each step, the key is taking action. Your future self will thank you for consolidating your retirement accounts and optimizing your investment strategy today.

The rollover process may seem daunting at first, but with proper preparation and the right resources, you can complete it successfully and set yourself up for a more secure retirement. Take the first step by logging into your NetBenefits account and beginning the process today.

Frequently Asked Questions

How do I access my Walgreens 401(k) through Fidelity NetBenefits?

Log into your Fidelity NetBenefits account using your existing credentials or create a new account if you haven't accessed it since leaving Walgreens. Navigate to the "Quick Links" section and select "Workplace Savings" to view your 401(k) balance and rollover options. You'll need your Social Security number and employment information to verify your identity.

What are the benefits of rolling over my Walgreens 401(k) to a low-cost IRA?

Rolling over to a low-cost IRA typically provides access to a broader range of investment options with lower expense ratios than employer plans. You'll have more control over your investments, potentially lower fees, and simplified account management. Additionally, you can consolidate multiple old 401(k) accounts into one IRA for easier tracking and management.

How many Americans have forgotten 401(k) accounts from previous employers?

According to recent data, as of May 2023, there were 29.2 million left-behind or forgotten 401(k) accounts holding $1.65 trillion in retirement savings. By mid-career, the typical American has three or more 401(k)s and many lose track of at least one of them, making rollover consolidation increasingly important.

Can I use fintech services like Beagle or Capitalize to help with my Walgreens 401(k) rollover?

Yes, fintech platforms like Beagle and Capitalize can streamline the traditionally paper-heavy rollover process. Capitalize is 100% free and focuses on digitally shepherding assets into an IRA of your choice, while Beagle charges a membership fee but offers additional services like hidden-fee analysis and robo-advisory portfolios. Both services aim to eliminate 'orphaned' retirement money from old employer plans.

What tax documentation do I need for a Walgreens 401(k) rollover?

You'll need your most recent 401(k) statement, Social Security number, and beneficiary information for the new IRA. The rollover process will generate a 1099-R form for tax reporting, but direct rollovers are typically not taxable events. Keep all documentation for your tax records, including confirmation of the completed rollover from both your old 401(k) provider and new IRA custodian.

How long does it take to complete a Walgreens 401(k) rollover online?

The online rollover process typically takes 2-6 weeks to complete once initiated. The actual transfer of funds usually occurs within 5-10 business days after all paperwork is processed and approved. However, the timeline can vary depending on your chosen IRA provider and whether you're doing a direct rollover or indirect rollover.

Sources

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

2. https://meetbeagle.com/resources/post/comparing-beagle-financials-and-capitalizes-401-k-rollover-experiences

3. https://meetbeagle.com/resources/post/how-do-beagle-financial-services-and-personal-capital-help-find-lost-401-k-s

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

5. https://www.trustpilot.com/review/meetbeagle.com