Gig Work Tax

Can freelancers create a one-person 105 plan?

Health Insuranceintermediate3 answers · 7 min readUpdated February 28, 2026

Quick Answer

Solo freelancers cannot directly create a Section 105 plan for themselves as sole proprietors, but they can establish one by hiring their spouse as a legitimate employee or by operating through an S-Corporation. The spouse-employee strategy allows family medical coverage while maintaining the $4,000+ annual tax savings typical of Section 105 plans.

Best Answer

PS

Priya Sharma, Small Business Tax Analyst

Best for solo freelancers who want to understand their options for implementing Section 105 plans

Top Answer

Can solo freelancers create Section 105 plans?


The short answer is no – and yes, depending on your business structure. According to IRS regulations, Section 105 medical reimbursement plans are employee benefit plans, which means you need to be an employee to receive benefits. As a sole proprietor, you cannot be your own employee for tax purposes.


However, freelancers have two legitimate strategies to access Section 105 benefits: the spouse-employee method and S-Corporation election.


Strategy 1: The spouse-employee approach


The most common solution for solo freelancers is hiring their spouse as a legitimate employee. Under IRS rules, when you employ your spouse in your business, you can establish a Section 105 plan covering all employees – including your spouse.


Here's how the math works for a freelancer earning $80,000 annually:


Setup requirements:

  • Spouse performs legitimate business work (bookkeeping, customer service, marketing)
  • Pay spouse reasonable wages ($6,000-$15,000 annually)
  • Establish formal Section 105 plan document
  • Family medical coverage extends to spouse-employee

  • Tax benefits example:

  • Annual medical expenses: $10,000
  • Without Section 105: Medical expenses mostly non-deductible
  • With Section 105: Full $10,000 business deduction
  • Tax savings: $10,000 × 32.4% (22% income + 10.4% SE) = $3,240
  • Spouse wages additional cost: ~$900 (SE taxes)
  • Net annual savings: $2,340

  • Strategy 2: S-Corporation election


    Freelancers can elect S-Corporation status and become employees of their own corporation. This allows direct participation in corporate Section 105 plans without needing a spouse-employee.


    S-Corp Section 105 benefits:

  • No spouse-employment requirements
  • Simplified administration
  • All medical reimbursements are tax-free to you, deductible to the corporation
  • Works even if you're the sole shareholder-employee

  • Example: $100,000 freelancer with S-Corp:

  • Annual medical expenses: $8,000
  • Section 105 deduction saves: $8,000 × 24% = $1,920 in income taxes
  • Plus eliminates taxability of reimbursements to you
  • Total annual benefit: $1,920+

  • What work qualifies for spouse employment?


    The IRS requires legitimate business activities. Acceptable spouse duties include:


  • Administrative tasks: Bookkeeping, invoicing, client communications
  • Marketing activities: Social media management, content creation, networking
  • Business operations: Scheduling, supply purchasing, record keeping
  • Technical support: Website maintenance, software management

  • Documentation requirements:

  • Written job description
  • Regular time tracking
  • Reasonable compensation for work performed
  • Quarterly payroll tax filings

  • Implementation steps


    1. Document spouse's business role (2-3 hours of work weekly minimum)

    2. Establish payroll system for spouse wages

    3. Draft Section 105 plan document (template available from tax professionals)

    4. Open business checking account for plan reimbursements

    5. Maintain medical expense receipts and reimbursement records


    Common mistakes to avoid


    Sham employment: Paying your spouse without legitimate work creates audit risks. The IRS scrutinizes spouse-employee arrangements carefully.


    Inadequate documentation: Poor record-keeping of spouse duties and medical expenses can disqualify the entire plan.


    Mixing personal and business expenses: Section 105 reimbursements must come from business accounts with proper documentation.


    What you should do


    If you're spending more than $4,000 annually on medical expenses and your spouse can perform legitimate business functions, the spouse-employee Section 105 strategy typically pays for itself within the first year. Start by documenting potential spouse duties and calculating your annual medical expenses.


    [Use our deduction finder](deduction-finder) to estimate your potential Section 105 savings and compare implementation costs.


    Key takeaway: Solo freelancers cannot directly create Section 105 plans, but the spouse-employee strategy or S-Corp election provides access to the same tax benefits, typically saving $2,000-$4,000 annually for those with substantial medical expenses.

    Key Takeaway: Solo freelancers can access Section 105 benefits through spouse-employee arrangements or S-Corp election, typically saving $2,000-$4,000 annually.

    Implementation options for solo freelancers seeking Section 105 benefits

    MethodSetup ComplexityAnnual CostMedical SavingsBest For
    Spouse EmployeeMedium$500-1,500$2,000-4,000Married freelancers
    S-Corp ElectionHigh$1,500-3,000$2,500-6,000High earners ($100K+)
    Stay Sole ProprietorNone$0$0Those with low medical costs

    More Perspectives

    PS

    Priya Sharma, Small Business Tax Analyst

    Perfect for established freelancers who can afford professional setup and want maximum tax optimization

    Advanced Section 105 strategies for high earners


    As a high-earning freelancer, you're likely already maximizing standard deductions and looking for sophisticated tax strategies. Section 105 plans, while requiring some structural changes, offer substantial benefits that scale with your medical expenses and tax bracket.


    S-Corporation election: The premium approach


    For freelancers earning $100,000+, S-Corporation election often provides the cleanest path to Section 105 benefits. Unlike the spouse-employee approach, S-Corp status gives you direct access as a shareholder-employee.


    Tax efficiency comparison:

  • Sole proprietor with $120,000 income pays SE tax on full amount
  • S-Corp owner taking $60,000 salary pays SE tax only on salary portion
  • Remaining $60,000 distributed as non-SE income
  • Section 105 medical reimbursements reduce corporate taxable income

  • Real numbers for $150,000 earner:

  • Annual medical expenses: $15,000
  • Section 105 tax savings: $15,000 × 35.3% (32% + 3.3% SE) = $5,295
  • S-Corp setup and maintenance costs: ~$2,500 annually
  • Net benefit: $2,795 from Section 105 alone

  • Enhanced spouse-employee strategy


    If you prefer maintaining sole proprietor status, the spouse-employee approach can be optimized for higher earners:


    Maximize spouse compensation:

  • Pay spouse $20,000-$30,000 annually for substantial business involvement
  • Spouse manages client relationships, business development, financial planning
  • Higher wages create larger W-2 for other tax benefits (IRA contributions, etc.)

  • Family medical optimization:

  • Cover all family medical expenses through Section 105 plan
  • Include premium concierge medical services, alternative treatments
  • Long-term care premiums for both spouses

  • Multi-entity strategies


    Some high-earning freelancers benefit from multiple entity structures:


    Operating company + management company:

  • Main freelance work through LLC or S-Corp
  • Spouse operates management company providing services
  • Management company employs spouse, establishes Section 105 plan
  • Contracts between entities for legitimate business purposes

  • Integration with other benefits


    HSA coordination:

  • Use HSA for routine expenses, Section 105 for premiums and non-HSA eligible items
  • Maximize both strategies simultaneously

  • Retirement planning:

  • Section 105 plans can cover long-term care premiums
  • Reduces current taxes while building future healthcare security

  • Key takeaway: High-earning freelancers should strongly consider S-Corp election for Section 105 access, as the combined tax benefits often exceed $3,000-$6,000 annually when medical expenses are substantial.

    Key Takeaway: High-earning freelancers benefit most from S-Corp election for Section 105 access, with combined tax benefits often exceeding $3,000-$6,000 annually.

    PS

    Priya Sharma, Small Business Tax Analyst

    Ideal for professional consultants who want to understand the business structure implications

    Section 105 implementation for consulting practices


    As a consultant, you understand that business structure drives tax efficiency. Section 105 medical reimbursement plans exemplify this principle – the benefits are identical regardless of how you achieve employee status, but implementation complexity varies significantly by structure.


    Entity structure analysis


    Sole proprietorship limitations:

    IRS regulations are clear: sole proprietors cannot participate in their own employee benefit plans under IRC Section 401(c)(1). This creates the "employee" requirement that forces structural solutions.


    LLC taxation elections:

  • LLC taxed as sole proprietor: Same limitations as sole proprietorship
  • LLC with S-Corp election: Full Section 105 access as shareholder-employee
  • Multi-member LLC: Can establish Section 105 if properly structured with spouse as member

  • Professional corporation considerations:

    Many consultants operate through professional corporations (PC or PLLC), which provide natural employee status and simplified Section 105 implementation.


    Spouse-employee business integration


    For consultants maintaining sole proprietor or single-member LLC status, the spouse-employee strategy requires genuine business integration:


    Legitimate consulting support roles:

  • Client relationship management and follow-up
  • Proposal development and presentation support
  • Research and industry analysis
  • Business development and networking
  • Financial management and reporting
  • Marketing and thought leadership content

  • Documentation best practices:

  • Formal employment agreement outlining duties
  • Regular performance evaluations
  • Time tracking systems
  • Segregated business communications

  • Risk management considerations


    IRS scrutiny factors:

    The IRS examines spouse-employee arrangements carefully, particularly in professional services. Key audit triggers include:

  • Disproportionate benefits relative to wages
  • Lack of documented business activities
  • Personal use of business resources
  • Inadequate record-keeping

  • Professional liability:

    Consider whether spouse involvement affects professional liability insurance or client confidentiality requirements.


    Advanced planning opportunities


    Multi-year medical planning:

    Consultants with irregular income can time elective medical procedures during high-income years to maximize Section 105 deductions.


    Retirement transition:

    Section 105 plans can continue providing benefits during consulting practice wind-down, covering retiree medical expenses.


    Practice succession:

    Incorporating Section 105 benefits into practice sale negotiations can add value for buyers seeking comprehensive employee benefit packages.


    Key takeaway: Consultants should evaluate Section 105 plans within broader business structure optimization, as the administrative investment typically justifies itself for practices with $75,000+ annual revenue and substantial medical expenses.

    Key Takeaway: Consultants should evaluate Section 105 plans within broader business structure optimization, justified for practices with $75,000+ revenue and substantial medical expenses.

    Sources

    section 105solo freelancerspouse employeeone person planmedical reimbursement

    Reviewed by Priya Sharma, Small Business Tax Analyst on February 28, 2026

    This content is for educational purposes only and is not a substitute for professional tax advice. Consult a qualified tax professional for advice specific to your situation.