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From SIMPLE IRA to 401(k): When and Why Growing Businesses Make the Switch

From SIMPLE IRA to 401(k): When and Why Growing Businesses Make the Switch

Nov-06-2025

Running a startup is like juggling with the balance between growth and compliance; it’s obvious, particularly when it comes to employee benefits. Most of the employers in California consider a SIMPLE IRA plan a straightforward and low-cost retirement option. But when your business starts to grow, it's important to shift from a basic IRA plan and upgrade to a 401(k).

Let’s have an in-depth knowledge of when and why small businesses upgrade from a SIMPLE IRA to a 401(k). We will also explore how payroll integration and automation can help in a smooth shift in 2025.

Why Start with a SIMPLE IRA

SIMPLE IRA stands for Savings Incentive Match Plan for Employees. It is optimal for a company having fewer than 100 employees. The key advantages are that it is easy to set up, requires few administrative requirements, and, above all, it does not require filing annually with the IRS (unlike in the case of 401(k)s).

Advantages of a SIMPLE IRA:

  • Less paperwork and no need for an IRS Form 5500 filing
  • Minimizes the cost of setup and management.
  • The flexibility of the employer match is usually up to 3%
  • Direct contribution can be made by employees from their payroll

But here is the catch: SIMPLE IRAs are most effective with small, static teams.

When your workforce expands or your staff begin to demand more contribution limits and loan services, you are very likely to outgrow it.

When to Switch from SIMPLE IRA to 401(k)

The following are the main indicators that your business has gone beyond the SIMPLE IRA:

1.Your employees desire to save more:

  • SIMPLE IRA limit (2025): $16,500 (+ $3,500 catch-up for most 50+)
  • Optionally note: Up to $5,250 catch-up for ages 60-63 if plan allows.
  • 401(k) limit (2025): $23,500 (+ $7,500 catch-up for most 50+; up to $11,250 for ages 60-63).

The gap accumulates quickly, particularly among long-term staff or those with higher incomes.

(Amounts shown are base limits; special higher limits may apply for employees ages 60-63 under SECURE 2.0.)

2. You want to offer employer matching flexibility.

SIMPLE IRA puts a limit on the amount that can be contributed by employers, and 401(k)s also permit profit-sharing and tiered matches.

3. You’re growing past 100 employees.

SIMPLE IRAs are restricted by law to businesses that have 100 employees or fewer.

4. You want better control over plan design and vesting.

401(k)s allow you to set eligibility rules, vesting schedules, and auto-enrollment, all of which enhance employee retention.

5. You’re ready to integrate retirement plans with payroll automation.

Direct payroll sync is now available in most 401(k) platforms, so it saves them time and minimizes compliance mistakes.

How to Transition from SIMPLE IRA to 401(k)

Switching a SIMPLE IRA to a 401(k) is not a complex task, but will require time and compliance.

1. Notify Employees by November 2

Employers must inform employees about the termination of the SIMPLE IRA at least 60 days before the year-end, which means that the employee must be notified about the change at least 60 days ahead of the upcoming year. This gives them time to alter contributions.

2. Stop SIMPLE IRA Contributions by December 31

You must stop SIMPLE IRA payroll contributions by December 31 to avoid tax or compliance issues.

3. Launch the 401(k) Plan on January 1

Request your 401(k) provider and payroll software (such as PayProNext or Gusto) to begin a fresh start in the new calendar year.

4. Transfer Existing SIMPLE IRA Balances (Optional)

After two years of contribution, employees will be able to transfer their SIMPLE IRA balances to the new 401(k). Taxes and penalties can be paid in case they are done in advance.

5. Update Payroll & HR Integrations

Make sure your payroll system automatically:

  • Deducts employee 401(k) contributions
  • Matches employer contributions correctly
  • Syncs with your retirement provider for compliance and reporting

Tip: Select payroll software that has an in-built 401 (k) administration, which automatically updates the limit annually and eliminates the chances of an error in contribution.

Payroll Integration and Compliance in 2025

The IRS and California, through its EDD, will keep tightening the compliance on retirement reporting in 2025.

California also requires small businesses that do not provide a private retirement plan to enroll in CalSavers. When you switch to 401 (k), you do not have to participate in CalSavers anymore, but then it is even more important to maintain accuracy in payroll.

Look for payroll and benefits software that:

  • Connected to 401(k)-providers (e.g., PayProNext, Gusto, QuickBooks Payroll) in real time.
  • Computes and automates tax and contributions.
  • Produces 5500 reports on annual compliance.
  • Support California retirement and payroll regulations.

Automation will not only conserve time, but also make sure you remain in conformity with the IRS and EDD requirements.

Tax Implications of the Switch

Changing plans does not require a tax event when done correctly; the funds are just not contributed to the SIMPLE IRA, instead begin being deposited to the 401(k).

However:

  • SIMPLE IRA funds require a minimum of two years in the account before rolling over.
  • The contributions of the employers remain tax-deductible in both plans.
  • Employees enjoy pre-tax investment and possible Roth under 401 (k)s.

Before changing jobs, it is always practical to get advice from a CPA or retirement plan advisor.

The Future of Small Business Retirement Plans

The 401(k)s are rapidly replacing the 401s among small California business owners.

Modern integrated payroll systems have made it headache-free to provide retirement benefits.

The 401(k)s formerly available to large companies can be provided even to 10-person teams with automatic enrollment, smart matching, and payroll sync.

SIMPLE IRA vs 401(k) Quick Snapshot (2025):

Feature
SIMPLE IRA
401(k)
Employee Limit
≤100 employees
No limit
2025 Contribution Limit
$16,500
$23,500
Catch-Up (50+)
$3,500
$7,500
Employer Match
Up to 3%
Flexible or profit-sharing
Vesting
Immediate
Customizable
Admin Filing
No Form 5500
Required annually
Payroll Integration
Basic
Advanced (full sync)

Final Thoughts

Moving up to a 401(k) as opposed to a SIMPLE IRA is not a simple financial decision; it is an upward step.

It indicates your company is growing and your payroll is more advanced, and your employees should get more scalable and flexible benefits.

By having the proper payroll and benefits software, you can do the transition easily, keep yourself compliant, and assist your employees in gaining sustained financial security - without growing your administrative load.