retirement Pillar Guide

Retirement Planning When You Are the Business

Tom Sullivan · · 15 min read
Key Statistic

Roughly 40% of self-employed workers have zero retirement savings, despite having access to the most powerful retirement accounts in the tax code.

Here is a stat that should bother you: roughly 40% of self-employed workers have zero retirement savings. Not low savings. Zero.

The irony is that self-employed business owners have access to the most powerful retirement accounts in the entire tax code. Accounts with contribution limits that dwarf what a typical W-2 employee can use. Accounts that can shelter $70,000 or more per year from taxes while building real, compounding wealth.

So why are so many business owners not using them?

Two reasons. First, most people simply do not know these accounts exist or how generous the limits are. Second, there is a deeply held belief among business owners that “the business IS my retirement plan.” You pour everything back in, grow the company, and eventually sell it or ride the cash flow into your later years.

That plan sounds reasonable. In practice, it is one of the riskiest retirement strategies you can have.

Key Takeaways

  • Your business is not a retirement plan. Service businesses are illiquid, hard to sell, and represent concentrated risk. Diversify into tax-advantaged accounts.
  • Solo 401(k) is the gold standard for solopreneurs, with up to $70,000 in annual contributions ($77,500 if 50+), Roth options, and loan provisions.
  • SEP IRAs offer maximum simplicity with up to 25% of net income (capped at $70,000), minimal paperwork, and flexible contributions year to year.
  • Every dollar contributed reduces your taxable income dollar-for-dollar in the year you make it, creating immediate tax savings alongside long-term wealth.
  • The cost of waiting is staggering. A five-year delay from age 35 to age 40 costs $1.55 million in final retirement wealth at $50K/year contributions.
  • HSAs function as stealth retirement accounts with the only triple tax advantage in the tax code.

Why Your Business Is Not a Retirement Plan

Your business might be your greatest asset right now. But as a retirement vehicle, it has serious structural problems.

It is illiquid. You cannot sell 4% of your consulting firm each year to fund your living expenses the way you can sell shares in an index fund. When you need money, you need the business to generate it in real time.

Service businesses are hard to sell. If your business depends on your expertise, relationships, or reputation, its value drops significantly the moment you step away. A plumbing company with 15 employees and documented systems has transferable value. A solo marketing agency built around your personal network does not.

It is concentrated risk. Your income, your equity, and your retirement are all tied to one entity. If the business hits a rough patch, if your health changes, or if your industry shifts, everything is affected at once. That is the opposite of diversification.

The numbers rarely work out. Most small service businesses sell for 1x to 3x annual profit, if they sell at all. A business generating $200,000 in profit might sell for $400,000 to $600,000. That is meaningful money, but it is not a retirement plan that will sustain you for 25 to 30 years.

The smart move is to treat your business as an income engine and use a portion of that income to fund tax-advantaged retirement accounts that grow independently. You keep the upside of business ownership while building a safety net that does not depend on any single company, client, or industry.

Expert Insight

The Diversification Imperative

"I talk to service business owners every week who tell me their business is their retirement plan. It is the financial equivalent of putting your entire 401(k) into a single stock. Your business may be thriving today, but tying your income, your equity, and your retirement to one entity is concentrated risk. The fix is straightforward: use your business income to fund accounts that grow independently."

- Tom Sullivan, Founder of Stashr

Your Retirement Account Options

As a self-employed business owner, you have access to several retirement accounts. Here are the ones that matter most.

Solo 401(k)

The Solo 401(k) is the gold standard for solopreneurs and owner-plus-spouse businesses. It has two contribution buckets:

  • Employee deferral: $23,500 per year (2025 limit)
  • Employer profit-sharing: Up to 25% of your compensation
  • Total maximum: $70,000 per year if you are under 50. $77,500 if you are 50 or older, thanks to a $7,500 catch-up contribution.

Key advantages: You can make Roth contributions (pay taxes now, grow tax-free forever). You can borrow against the account with a loan provision. And at lower income levels, the employee deferral component lets you contribute far more than a SEP IRA would allow.

The catch: Solo 401(k)s are only available if you have no full-time employees other than yourself and your spouse.

SEP IRA

The Simplified Employee Pension IRA lives up to its name. It is the easiest retirement account to set up and administer.

  • Contribution limit: Up to 25% of net self-employment income, with a maximum of $70,000 (2025)
  • One contribution bucket: Employer contributions only (no employee deferral)
  • No Roth option
  • Minimal paperwork: One form to open, no annual filing until your balance exceeds $250,000

The SEP IRA works especially well for businesses with variable income. In a strong year, you contribute more. In a lean year, you contribute less or nothing. There is no mandatory contribution.

The trade-off: At income levels below roughly $280,000, you will be able to contribute less to a SEP IRA than to a Solo 401(k), because you are missing the employee deferral bucket.

For a detailed comparison of these two accounts, read Solo 401(k) vs. SEP IRA: Which Is Right for Your Business?.

Defined Benefit Plan

If you are a high earner with consistent income, a defined benefit plan lets you shelter $100,000 or more per year, sometimes significantly more depending on your age and income. These are traditional pension plans, but structured for a business of one.

The upside is enormous contribution limits. The downside is complexity: you need an actuary to set up and maintain the plan, and you are generally committed to making contributions each year. Defined benefit plans work best for business owners over 45 with net income consistently above $300,000 who want to aggressively accelerate their retirement savings.

HSA: The Stealth Retirement Account

A Health Savings Account is not technically a retirement account, but it should be part of your retirement strategy. If you have a high-deductible health plan, you can contribute $4,300 as an individual or $8,550 for a family (2025 limits).

The HSA is the only account in the tax code with a triple tax advantage:

  1. Contributions are tax-deductible
  2. Growth is tax-free
  3. Withdrawals for qualified medical expenses are tax-free

After age 65, you can withdraw for any purpose (not just medical) and pay only ordinary income tax, making it function like a traditional IRA. Given that healthcare is one of the largest expenses in retirement, a well-funded HSA is a powerful complement to your primary retirement accounts.

The Double Win: Tax Savings and Retirement Growth

Every dollar you contribute to a Solo 401(k) or SEP IRA reduces your taxable income dollar-for-dollar in the year you make the contribution. This is not a future benefit. It is an immediate tax cut.

Here is what that looks like in practice:

A business owner earning $200,000 in net income who contributes $50,000 to a Solo 401(k) reduces their taxable income to $150,000. In the 24% federal bracket, that contribution saves them $12,000 in federal taxes that year. Add state taxes, and the savings climb higher.

But the tax savings are only half the story. That $50,000 is now invested and compounding tax-deferred.

Example: Contributing $50,000 per year at a 7% average annual return produces dramatically different outcomes depending on how long you invest. Over 20 years: $2.05 million. Over 25 years: $3.17 million. Over 30 years: $4.72 million. That is real, life-changing wealth built from money that would have otherwise gone to taxes and been scattered across operating expenses.

The compounding math:

  • $50,000 per year for 20 years at a 7% average annual return = $2.05 million
  • $50,000 per year for 25 years at 7% = $3.17 million
  • $50,000 per year for 30 years at 7% = $4.72 million

That is real, life-changing wealth built from money that would have otherwise gone to taxes and been scattered across operating expenses.

Expert Insight

The Compounding Clock

"Business owners fixate on investment returns, but the single most important variable in retirement planning is time. The difference between starting at 35 and starting at 40 is not five years of contributions. It is $1.55 million in lost compounding. Every year you delay, you are not just missing a contribution. You are losing the exponential growth that contribution would have generated over decades."

- Tom Sullivan, Founder of Stashr

Choosing the Right Account for Your Situation

The right retirement account depends on a few key factors:

  • Do you have employees (other than a spouse)? If yes, Solo 401(k) is off the table. Look at SEP IRA or defined benefit plans.
  • Is your income under $280,000? The Solo 401(k) likely lets you contribute significantly more, thanks to the employee deferral bucket.
  • Is your income above $280,000 and consistent? SEP IRA and Solo 401(k) contributions start to converge. If you want to go further, consider adding a defined benefit plan.
  • Do you want Roth (tax-free growth) options? Only the Solo 401(k) offers this.
  • Do you prioritize simplicity? SEP IRA wins on ease of setup and administration.

For most self-employed service business owners earning between $80,000 and $280,000, the Solo 401(k) is the strongest option. For a deeper breakdown of the numbers, read Solo 401(k) vs. SEP IRA: Which Is Right for Your Business?.

When to Start (Hint: Now)

The single most important variable in retirement planning is time. Not investment returns. Not contribution amounts. Time.

Here is the cost of waiting:

  • Start at age 35, contribute $50,000/year for 30 years at 7% = $4.72 million
  • Start at age 40, contribute $50,000/year for 25 years at 7% = $3.17 million
  • Start at age 45, contribute $50,000/year for 20 years at 7% = $2.05 million

That five-year delay between age 35 and age 40 costs $1.55 million in final retirement wealth. Not because you contributed less per year, but because you lost five years of compounding at the end of the curve, where the growth is most dramatic.

If you are in your 30s or 40s and you have not started, the best time to begin is this year. Not next quarter. Not after your next big project. Now.

Model It Before You Commit

The difference between a good retirement strategy and a great one often comes down to running the numbers with your actual income. Which account lets you contribute more? What is the tax impact? How does your retirement balance change if you increase contributions by $10,000 per year?

Stashr’s Retirement Planning tool models Solo 401(k), SEP IRA, and defined benefit plan scenarios side by side using your real business income. You can see exactly how much to contribute, which account type maximizes your outcome, and how your contributions flow through to reduce your tax bill. It takes the guesswork out of a decision that will compound for decades.

The Bottom Line

Self-employed business owners have access to retirement accounts that most W-2 employees cannot touch. Solo 401(k)s, SEP IRAs, defined benefit plans, and HSAs can collectively shelter tens of thousands of dollars from taxes each year while building serious long-term wealth.

The retirement planning paradox for business owners is not a lack of options. It is a lack of action. The accounts exist. The tax benefits are enormous. The compounding math is relentless. The only question is whether you start using them.

Your retirement contributions are also one of the most powerful tax strategies available to service business owners. Learn more in our Complete Tax Savings Guide.

The Bottom Line

Self-employed business owners have access to the most powerful retirement accounts in the tax code, with contribution limits that can shelter $70,000 or more per year from taxes. The paradox is not a lack of options. It is a lack of action. Every year you wait costs you in both tax savings and compounding growth. Pick the right account for your situation, fund it consistently, and let decades of compounding do the heavy lifting.

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About the Author

Tom Sullivan

Tom Sullivan is the founder of Stashr, an AI-powered financial platform built for service-based business owners. With deep roots in small business finance, Tom is focused on making proactive financial strategy accessible to every business owner, not just those who can afford a full-time CFO.

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Frequently Asked Questions

How much can a self-employed person contribute to a Solo 401(k)?

For 2025, the Solo 401(k) allows up to $23,500 in employee deferrals plus up to 25% of your compensation as employer profit-sharing, for a combined maximum of $70,000 per year. If you are 50 or older, you can add a $7,500 catch-up contribution for a total of $77,500. This is significantly more than a traditional IRA's $7,000 limit.

Is my business a viable retirement plan?

Relying solely on your business for retirement is one of the riskiest strategies available. Service businesses are illiquid, hard to sell (most sell for 1x to 3x annual profit, if they sell at all), and represent concentrated risk. The smart approach is to treat your business as an income engine and use a portion of that income to fund tax-advantaged retirement accounts that grow independently.

What is the difference between a Solo 401(k) and a SEP IRA?

Both have a $70,000 annual contribution ceiling for 2025, but the Solo 401(k) has two contribution buckets (employee deferral plus employer profit-sharing) while the SEP IRA has only one (employer contributions at 25% of income). At income levels below $280,000, the Solo 401(k) allows significantly higher contributions. The Solo 401(k) also offers a Roth option and loan provisions that the SEP IRA does not.

How much does waiting to start retirement savings actually cost?

At $50,000 per year invested at 7% average annual return, starting at age 35 produces $4.72 million by age 65. Waiting until age 40 produces $3.17 million. That five-year delay costs $1.55 million in final retirement wealth, entirely because of lost compounding at the end of the curve where growth is most dramatic.

Can I use an HSA as a retirement account?

Yes. A Health Savings Account is the only account with a triple tax advantage: contributions are tax-deductible, growth is tax-free, and withdrawals for qualified medical expenses are tax-free. After age 65, you can withdraw for any purpose and pay only ordinary income tax, making it function like a traditional IRA. Given that healthcare is one of the largest retirement expenses, a well-funded HSA is a powerful complement to your primary retirement accounts.