JOHN KOYLE, AIF®
Social Security for the Self-Employed
Business owners and freelancers pay twice the Social Security tax rate of employees. Most don't know the benefit calculation rewards that, or how zero-income years quietly reduce their eventual check.
johnkoyle.com  |  plan.johnkoyle.com  |  (208) 915-8400  |  john@redcedarwealth.com

Section 1: Executive Summary

For employees, Social Security is largely invisible. The employer withholds FICA taxes from each paycheck, the employer matches the contribution, and the employee rarely thinks about it. For the self-employed, Social Security is neither invisible nor painless. The self-employed pay the full 15.3% self-employment tax, covering both the employee and employer halves of Social Security and Medicare, on all net self-employment income up to the Social Security wage base.

Despite this doubled contribution rate, self-employed individuals frequently end up with lower Social Security benefits than employees with comparable lifetime earnings. The reason is the structure of the benefit calculation, which averages the highest 35 years of indexed earnings. Self-employed individuals with volatile income, years of low reported income during the startup phase of a business, or deliberate income reduction through retirement plan contributions, may have more zero or low-income years in their earnings history than a comparably earning employee, reducing the 35-year average that determines the benefit.

Understanding how Social Security is calculated for self-employed individuals, how the self-employment tax works and what deductions are available, how income volatility affects the eventual benefit, and what strategies are available to optimize the benefit is essential for anyone running a business or working for themselves. This paper covers all of it.

Section 2: Why This Matters Now

Self-employment has grown significantly as a share of the American workforce. The gig economy, the rise of independent contractors, remote work enabling freelance arrangements, and the increasing prevalence of side businesses alongside traditional employment have all contributed to a growing population of workers with self-employment income.

Many of these individuals are accumulating Social Security credits without understanding how the eventual benefit will be calculated or how their income management decisions today affect their retirement income for life. A business owner who reduces reported income aggressively through retirement plan contributions and business deductions may be simultaneously building retirement savings and reducing their eventual Social Security benefit in ways they haven't explicitly modeled.

The Social Security Administration's Primary Insurance Amount formula averages the highest 35 years of indexed earnings. A self-employed individual with ten years of zero or near-zero reported earnings has those zeros averaged into the calculation, permanently reducing the benefit. Every zero-income year costs approximately 2.9% of what the benefit would have been with average earnings in that year.

Section 3: The Core Concepts

How Self-Employment Tax Works

Self-employed individuals pay self-employment tax at a rate of 15.3% on net self-employment income up to the Social Security wage base, which was $168,600 in 2024. Above the wage base, only the 1.45% Medicare portion applies, with an additional 0.9% Medicare surtax on earnings above $200,000 for single filers or $250,000 for married joint filers.

The self-employment tax is the mechanism through which self-employed individuals fund their own Social Security and Medicare coverage. Unlike employees, who pay 7.65% while their employer pays the matching 7.65%, the self-employed individual pays the full 15.3%. However, half of the self-employment tax is deductible as an above-the-line deduction on the income tax return, partially offsetting the additional cost.

Net earnings from self-employment for Social Security purposes equal 92.35% of net profit from the business, reflecting the deduction of the employer-equivalent half of self-employment tax from gross earnings. The resulting figure is what gets credited to the Social Security earnings record and used in the benefit calculation.

The Primary Insurance Amount Calculation

The Social Security Primary Insurance Amount is calculated from the Average Indexed Monthly Earnings, which represents the average of the highest 35 years of indexed annual earnings divided by 12. Earnings from prior years are indexed upward to reflect wage growth, with indexing applied up to age 60.

The AIME is then run through a benefit formula that applies progressively lower replacement rates to different earnings tiers, called bend points. For workers reaching age 62 in 2024, the formula credits 90% of the first $1,174 of monthly AIME, 32% of AIME between $1,174 and $7,078, and 15% of AIME above $7,078. This progressive structure means that lower-earning years add more to the benefit per dollar of earnings than higher-earning years.

The 35-year averaging structure creates a specific vulnerability for self-employed individuals. Any year with zero earnings, including years before starting the business, years of business loss, years with income below Social Security thresholds, or years working outside the Social Security system, contributes a zero to the 35-year average and reduces the AIME.

How Income Volatility Affects the Benefit

The earnings record reflects actual reported income, not the underlying economic activity of the business. A self-employed individual with $300,000 in business revenue but $250,000 in business expenses and retirement plan contributions has $50,000 of net self-employment income credited to their Social Security record. An employee with $150,000 in W-2 wages has $150,000 credited. Despite the business owner's higher revenue, the employee may be building a higher Social Security benefit.

This dynamic is not necessarily a problem if the business owner is compensating through retirement plan savings and business equity accumulation. But it requires explicit modeling: the Social Security benefit for a self-employed individual is not automatically proportional to their economic activity, and planning retirement income without understanding the actual projected benefit can produce significant surprises.

The Spouse's Benefit Consideration

For self-employed individuals who are married, the Social Security planning extends to the spousal benefit and survivor benefit. If the self-employed individual has a substantially higher Social Security benefit than their spouse, the spousal benefit for the lower earner may be based on the self-employed individual's record. Maximizing the self-employed individual's benefit through delayed claiming is particularly important in this scenario, as it also maximizes the survivor benefit available to the spouse.

Section 4: What the Research Says

SSA Research on Self-Employed Benefit Patterns

The Social Security Administration's Office of Retirement and Disability Policy has published research on the benefit patterns of self-employed workers compared to employees. Their analysis shows that self-employed workers are more likely to have intermittent earnings records, more likely to have periods of low reported income, and more likely to claim Social Security earlier than employees of comparable earnings levels. Early claiming combined with a lower AIME from intermittent earnings can result in substantially lower lifetime benefits for self-employed workers than their total lifetime income would suggest.

Urban Institute on Gig Economy and Social Security

The Urban Institute has produced research on how the growth of gig economy work affects Social Security coverage and benefit adequacy. Their analysis shows that workers who derive a significant portion of income from gig platforms, where they are classified as independent contractors, may face reduced Social Security benefits compared to employees with comparable total compensation because the employer matching contribution, which would double the Social Security credit for employees, is absent for contractors.

The research argues for policy attention to this coverage gap but also highlights the importance of individual planning for self-employed workers who need to understand the implications of their self-employment status for their eventual Social Security benefits.

Kotlikoff on Optimizing Self-Employed SS Benefits

Laurence Kotlikoff's work on Social Security optimization, through his research and the software tools he has developed, addresses the specific circumstances of self-employed individuals. His analysis shows that the optimal claiming strategy for self-employed individuals often differs from the typical employee case because the benefit amount itself may be lower due to income history patterns, which affects the break-even calculations and the relative value of delayed claiming versus earlier access.

Section 5: The Common Mistakes

Mistake One: Not Checking the Earnings Record for Accuracy

The Social Security earnings record is maintained by the SSA based on information reported to them by employers and on self-employment tax returns. Errors in the record, which can arise from misreported income, name mismatches, or transcription errors, permanently reduce the benefit if not corrected. The SSA recommends reviewing the earnings record annually through a My Social Security account at ssa.gov. Errors older than three years are difficult and sometimes impossible to correct, making early review essential.

Mistake Two: Ignoring the Impact of Zero-Income Years

Self-employed individuals who have spent years of their career with minimal or zero reported income, whether during a business startup, a period of losses, or years spent accumulating a business asset outside the Social Security system, may have more zeros in their 35-year average than they realize. Reviewing the actual earnings record and calculating the projected benefit at ssa.gov shows the concrete impact of those zero years on the expected monthly benefit.

Mistake Three: Over-Optimizing for Current Tax Reduction at the Expense of SS Benefits

Aggressive income reduction through business deductions, retirement plan contributions, and tax planning that minimizes reported net self-employment income also minimizes the Social Security earnings credit in the same year. For business owners in the lower-income years of the 35-year averaging window, this trade-off may be worth making because the marginal contribution to the benefit from additional earnings is modest. For those with many zero or low-income years already in the record, additional earnings have more value per dollar for the benefit calculation.

Mistake Four: Not Coordinating the Claiming Decision With Business Exit Timing

Many self-employed individuals continue working well past traditional retirement age, particularly if the business is successful and fulfilling. The optimal Social Security claiming age for a self-employed individual who continues working is different from that of someone who stops working at retirement. Earned income before FRA is subject to the Social Security earnings test, which withholds benefits and then increases the future benefit to compensate. Understanding this interaction is essential for self-employed individuals who plan to work past age 62 while also considering Social Security timing.

Mistake Five: Underestimating the Self-Employment Tax as a Retirement Funding Mechanism

The self-employment tax, while painful when the check is written, is simultaneously funding the Social Security benefit that will be available in retirement. Self-employed individuals who view the self-employment tax purely as a cost and take steps to minimize it to zero are also minimizing their eventual guaranteed income. For individuals who expect to live long enough for Social Security to be a significant income source, balancing the immediate tax benefit of income reduction against the long-term benefit of a higher Social Security credit is a genuine planning consideration.

Section 6: What a Thoughtful Self-Employed SS Strategy Looks Like

Review the Earnings Record and Project the Benefit

Create or access a My Social Security account at ssa.gov and review the earnings record for accuracy. Request the projected benefit estimate at different claiming ages. If the record has errors, initiate the correction process immediately with supporting documentation. This baseline step is the foundation of all subsequent planning.

Model the Trade-Off Between Income Reduction and SS Benefits

For business owners with the flexibility to manage reported income, explicitly model the trade-off between reducing taxable income through retirement plan contributions and business deductions versus maintaining higher Social Security earnings credits. The optimal point depends on the current marginal tax rate, the existing 35-year earnings history, and the expected claiming age and lifespan.

Coordinate Claiming With Business Exit

For self-employed individuals who plan to work past 62, coordinate the Social Security claiming decision with the business exit timeline. The earnings test applies if income exceeds a threshold before FRA, temporarily withholding benefits that are later recredited. Planning the claiming date around the business exit date, rather than independently, can improve the lifetime income picture.

Optimize for the Survivor Benefit

For married self-employed individuals, the claiming decision affects not only their own benefit but the survivor benefit available to their spouse. The higher earner delaying to 70 maximizes the survivor benefit regardless of whether that higher earner is employed or self-employed.

Section 7: Questions to Ask Your Advisor

Question 1: Have you reviewed my actual Social Security earnings record, and does it accurately reflect my self-employment income history?

This question tests whether the planning is based on the actual record or on an assumption.

Question 2: How do my zero or low-income years affect my projected benefit, and is there anything I can do to improve the record?

This surfaces the zero-year problem and asks whether any corrective action is available.

Question 3: How does my business income management strategy, including retirement plan contributions, affect my Social Security earnings credit each year?

This question frames the tax planning and Social Security interaction explicitly and asks for a coordinated analysis.

Question 4: What is my projected Social Security benefit at 62, 67, and 70 based on my actual earnings history?

The answer should be based on the actual SSA record, not on an estimate derived from current income alone.

Question 5: How does the Social Security earnings test apply to my situation if I continue working after claiming benefits?

For self-employed individuals who plan to work past 62 while also considering Social Security, understanding the earnings test interaction is essential.

Section 9: Use the Calculator

The retirement planning calculator at plan.johnkoyle.com was built to model exactly the dynamics discussed in this paper. The Social Security tab in the retirement calculator at plan.johnkoyle.com allows you to enter your monthly benefit at full retirement age directly from your SSA account at ssa.gov. For self-employed individuals, this input should be based on the actual projected benefit from the SSA, not on an estimate. The calculator then models the impact of claiming at 62, 67, or 70 on your overall retirement income plan, and for couples, shows how the higher earner's claiming delay affects the household survivor benefit. This is particularly important for self-employed individuals who may have a lower benefit than expected due to their income history.

Run your own numbers at plan.johnkoyle.com

Section 10: About John Koyle, AIF®

John Koyle, AIF®, is the Co-Founder of Red Cedar Wealth Advisors, headquartered in Pocatello, Idaho. He holds the Accredited Investment Fiduciary (AIF®) designation, awarded by the Center for Fiduciary Studies (Fi360), which signifies completed coursework, a rigorous examination, and ongoing continuing education in fiduciary responsibility and prudent investment practices.

John serves individuals and families in or approaching retirement throughout eastern Idaho, the Pacific Northwest, and across the country via Zoom. Clients work directly with John, not a junior team. Red Cedar Wealth Advisors operates under Osaic Wealth, Inc. (Member FINRA/SIPC) and Osaic Advisory Services, LLC for investment advisory services.

The Five Disciplines. One Foundation.

Every client relationship is built on five integrated disciplines. The proportions shift with the client and the moment. The integration is constant. Most of the actual value sits in how these disciplines connect, not in any single one of them.

Retirement Sustainability

Retirement planning is a discipline that barely existed a generation ago. For most of modern history, people worked until they physically couldn't and then they died, usually fairly close together. The idea that an individual should spend decades saving, then spend decades drawing down those savings, with a plan that accounts for inflation, taxation, sequence risk, healthcare, longevity, and estate transfer, that's maybe forty years old.

Which means almost nobody your age grew up watching their parents do it properly. There's no cultural muscle memory. The advice industry backfilled that gap with rules of thumb that work sometimes and fail catastrophically the rest of the time. The 4% rule. 'You can take Social Security at 62.' 'Target-date funds will handle it.' These are not bad starting points. They are terrible ending points. Real planning is specific, personal, and built on principles that hold up across the full range of outcomes, not just the average one.

Tax Efficiency

The tax code is a set of instructions Congress wrote to shape behavior. Aligning your financial life with those instructions is not aggressive planning. It is the planning. Roth conversion sequencing, capital gains compression on concentrated positions, charitable remainder trusts, Social Security timing, beneficiary coordination. None of these are obscure. They're all legitimate, all written into the code intentionally, and all under-used. Most CPAs handle compliance. The strategy work is a different discipline entirely.

Wealth Transfer

Seventy percent of family wealth doesn't survive two generations. The reason isn't bad markets. The cause is failure to communicate, outdated documents, and no plan for preparing heirs. Beneficiary designations regularly override well-crafted wills. Trust structures created a decade ago no longer match current law or current family. The portfolio that built the wealth isn't the structure that transfers it. The work here is coordinating with your attorney to align documents, beneficiaries, gifting strategies, and trust funding with what you actually want to happen.

Portfolio Performance

Every week, before any portfolio decision, John runs through four layers of market health: economic conditions, market internals, valuations, and sentiment. Each layer gets scored and those scores combine into a composite that maps directly to a portfolio posture, from aggressive on the positive end to defensive on the negative. The work is in the scoring. Once the scoring is done, the positioning follows. That removes one of the most dangerous things in investing: making it up as you go.

Risk Management

The protection gap quietly kills more plans than markets do. A significant net worth paired with inadequate liability coverage is a lawsuit away from a serious problem. Long-term care is more acute: a multi-year care event for one spouse can consume what was meant for the survivor. Most advisors relegate risk to a footnote because insurance conversations are uncomfortable. The math doesn't care. Coverage adequacy, umbrella sizing, long-term care planning, and life insurance structure sit alongside the portfolio in any complete plan.

Six Beliefs

These are the principles behind every plan John builds.

01. Sequence risk often kills more plans than return assumptions do. The order of returns matters more than the average. Two retirees with identical 7% average returns can end up in completely different places depending on when those returns arrive. A bad first decade of retirement can end a plan that would have worked fine with the same average distributed differently.
02. Price determines return. The decade you start in is most of the story. Buy stocks at a CAPE of 10 and you get a good decade. Buy them at 35 and you get a decade of treading water. Starting valuation is the single best predictor of 10-year returns, better than any forecaster, any guru, or any fund manager.
03. The best Roth conversion year is the one you almost didn't do. The years between retirement and required minimum distributions are often the lowest-income window of a lifetime. Missing that window costs hundreds of thousands of dollars in lifetime taxes. Most people miss it because it feels optional. It isn't.
04. Concentration builds wealth. Diversification protects it. Most wealth gets built through concentration in one thing done well. A business. A career. A property. Keeping wealth requires the opposite discipline. The same concentration that made you rich will unmake you if you don't rotate out of it.
05. The surviving spouse moves to single filing. Same income, higher bracket. Married filing jointly has wider brackets than single. When the first spouse passes, the survivor keeps most of the income and loses half the brackets. This is the widow's tax trap, and it's one of the most under-planned events in retirement.
06. A process you follow beats a hunch you got right once. Everybody's a genius in a bull market. The work of a real advisor shows up in the years nobody remembers fondly. A process is what keeps you from confusing a long bull run with actual skill. It's also what keeps you invested when everything in your body wants to sell at the bottom.

To begin a conversation, visit johnkoyle.com, use the retirement planning calculator at plan.johnkoyle.com, or reach John directly at john@redcedarwealth.com or (208) 915-8400. Initial consultations are complimentary and carry no obligation.

Social Security Benefit Formula (2024)
90% of first $1,174 of monthly AIME + 32% of AIME from $1,174 to $7,078 + 15% of AIME above $7,078 = Primary Insurance Amount (benefit at FRA 67)
References
Sources cited throughout this paper are provided for educational context and verification. Inclusion of any third-party source does not imply endorsement by John Koyle or Red Cedar Wealth Advisors. Readers are encouraged to consult primary sources directly.
Important Disclosures
This white paper is published by John Koyle and Red Cedar Wealth Advisors for informational and educational purposes only and does not constitute personalized financial, tax, or legal advice. Nothing in this paper should be construed as a solicitation, offer, or recommendation to buy or sell any security, or to adopt any particular investment or tax strategy.
Tax laws are complex and subject to change. The references to federal tax brackets, contribution limits, retirement plan rules, Social Security provisions, Medicare premium thresholds, and other regulatory figures reflect the legal landscape as understood at the time of writing and may change. Clients should consult their own tax and legal professionals before acting on any strategy discussed.
Investing involves risk, including the possible loss of principal. Past performance is not indicative of future results, and there can be no assurance that any investment strategy will achieve its objectives. No content in this paper is a prediction or projection of future performance.
References to third-party sources, studies, authors, and institutions are provided for context and verification; their inclusion does not imply endorsement, and neither John Koyle nor Red Cedar Wealth Advisors is responsible for the content of third-party materials.
Hypothetical examples contained in this paper are for illustrative purposes only. They do not represent the results of any specific investment and should not be interpreted as projections or predictions of future outcomes.
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Securities and investment advisory services are offered through Osaic Wealth, Inc., member FINRA/SIPC. Investment advisory services are also offered through Osaic Advisory Services, LLC. Osaic Wealth and Osaic Advisory Services are separately owned and other entities and/or marketing names, products, or services referenced here are independent of Osaic Wealth and Osaic Advisory Services.
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Contact Information
John Koyle, AIF® | Red Cedar Wealth Advisors | Pocatello, Idaho