Skip to main content

SELF-EMPLOYED? HOW TO PREPARE FOR 2027 HEALTH INSURANCE OPEN ENROLLMENT

Being self-employed provides greater flexibility and control over your schedule, income, and business choices. However, it also means you are typically responsible for choosing and managing your own health insurance coverage.

Unlike traditional employees who may receive health benefits through an employer, freelancers, independent contractors, consultants, gig workers, and small business owners need to research available plans, compare options, and provide accurate household and income details when applying.

Starting the process early can help prevent delays, avoid inaccurate premium estimates, reduce potential tax complications, and ensure you don’t experience gaps in coverage.

Under current federal guidelines, the HealthCare.gov Open Enrollment Period for 2027 health coverage is expected to run from November 1 through December 15, 2026. Plans selected during this period are expected to begin coverage on January 1, 2027. Applicants using state-based Marketplaces should confirm their state-specific enrollment deadlines, as dates may vary within federal requirements.

MARKETPLACE OR OFF-MARKETPLACE COVERAGE

WHAT IS THE DIFFERENCE

Self-employed individuals generally have two main paths when shopping for individual health coverage.

Marketplace coverage

Marketplace health insurance plans are available through HealthCare.gov or your state’s Health Insurance Marketplace.

Based on your estimated household income and family size, you may qualify for a premium tax credit that can help lower your monthly insurance costs. Some individuals may also be eligible for extra savings that reduce expenses such as deductibles, copayments, and other out-of-pocket costs.

It’s important to remember that Marketplace savings are determined using your estimated 2027 household income, not only the income reported on your 2025 tax return.

Off-Marketplace coverage

Off-Marketplace coverage is health insurance purchased directly from an insurance company or with the help of a licensed insurance agent.

Unlike Marketplace plans, coverage purchased outside the Marketplace does not qualify for income-based premium tax credits. However, private plans may still be worth considering if:

  • You do not qualify for Marketplace financial assistance.
  • You want to explore additional insurance carriers or provider network options.
  • You are looking for a private coverage option outside the standard Marketplace enrollment process.
  • You need supplemental coverage, short-term plans, fixed-benefit plans, health-sharing programs, or other private health products.

Keep in mind that not all private health plans offer the same benefits, protections, or coverage requirements as comprehensive Affordable Care Act (ACA) plans. Before enrolling, review important details such as the Summary of Benefits and Coverage, exclusions, provider networks, prescription coverage, and coverage limits to make sure the plan meets your needs.

Information Self-Employed Applicants Need for Marketplace Coverage

Prepare the following information before completing or renewing a Marketplace application.

1. Personal information 

Have the following information available for each person included on the application:

 

  • Full legal name
  • Date of birth
  • Sex
  • Residential address
  • Mailing address (if different from your home address)
  • County and ZIP code
  • Phone number
  • Email address
  • Social Security number (when applicable)
  • Immigration document details for lawfully present noncitizens applying for health coverage

The Marketplace may request information about everyone in the household, including family members who are not applying for health insurance.

2. Tax household information

Be prepared to explain how you expect to file your federal taxes for 2027.
This includes:
 
  • Your expected tax filing status, such as single, head of household, married filing jointly, or another applicable status
  • Your spouse’s information, if applicable
  • Information about dependents you expect to claim on your tax return
  • Whether someone else plans to claim you as a dependent
  • Whether any household member is required to file a separate tax return

Marketplace household size is generally based on the tax filer, the filer’s spouse, and the dependents claimed on the tax return. Household rules can become more complicated for separated spouses, unmarried partners, children who live in different homes, or dependents who file their own returns.

3. Your filed 2025 federal tax return

Self-employed applicants who want to apply for Marketplace financial assistance should have their 2025 federal income tax return filed and available before renewing coverage for 2027.

Your 2025 tax return can be a helpful reference when estimating your expected future income. However, it does not automatically determine the income amount you should report for your 2027 Marketplace application.

Useful documents may include:

– Form 1040

– Schedule C showing business profit or loss

– Forms 1099-NEC or 1099-K

– Records of other taxable income

– Documentation of dependents and tax filing status

Important requirement for anyone who received a premium tax credit

If you received advance premium tax credits (APTC) to help pay for your 2025 Marketplace coverage, you must file a 2025 federal tax return and reconcile those credits using:

  • Form 1095-A, Health Insurance Marketplace Statement
  • Form 8962, Premium Tax Credit

Form 8962 determines whether the amount of financial assistance paid to your insurance company matches the premium tax credit you were eligible to receive based on your actual household income for the year.

Failing to file your tax return and properly reconcile previous Marketplace tax credits may delay the renewal process and could affect your eligibility for future advance premium tax credits.

Applicants who paid their full Marketplace premium without receiving advance tax credits may have different tax obligations. The Form 8962 requirement generally applies to individuals who received advance premium tax credits or who plan to claim a premium tax credit when filing their tax return.

How to Estimate 2027 Income When You Are Self-Employed

The Marketplace does not ask a self-employed person to report total business sales as personal income.

Instead, you report your estimated net self-employment income, which is typically your expected business revenue after subtracting eligible business expenses. This amount is similar to the profit or loss reported on Schedule C.

For example:

Expected 2027 business revenue: $70,000

Estimated eligible business expenses: $25,000

Estimated net self-employment income: $45,000

The $45,000 net income amount, rather than the full $70,000 in business sales, would generally be used as the starting point for estimating Marketplace income.

HealthCare.gov recommends that self-employed applicants make a reasonable income estimate by considering factors such as past earnings, current contracts, expected business activity, industry trends, and any other relevant financial information.

Documents that can help you create a realistic estimate

Gather the following business records:
 
  • Your most recent Schedule C tax form
  • A current year-to-date profit and loss statement
  • A detailed record of self-employment income and business expenses
  • Current client contracts and agreements
  • Recurring client payment details
  • Expected income from upcoming projects or services
  • Anticipated seasonal changes in business income
  • Contracts that are expected to start or end
  • Estimated business expenses for 2027

There is no required standard format for a self-employment ledger. It may be a spreadsheet, accounting report, written ledger, or another accurate record showing business income and expenses. The Marketplace may request this document to confirm your estimate.

Include income from the entire household

Marketplace savings are not based only on the business owner’s income.

You may also need to include applicable income from your spouse and other tax 
household members, such as:
  • Wages and salaries
  • Tips and gratuities
  • Net income from another business
  • Unemployment compensation
  • Taxable Social Security benefits
  • Pension or retirement income
  • Taxable withdrawals from IRAs or 401(k) plans
  • Rental income
  • Interest and dividends
  • Investment income
  • Other taxable sources of income
For premium tax credit eligibility, household income is generally calculated using modified adjusted gross income (MAGI) from the tax filer, their spouse if filing jointly, and any dependents who are required to file a federal tax return.

The Marketplace calculation may also include certain types of income that are not typically taxable, such as some nontaxable Social Security benefits, tax-exempt interest, and excluded foreign income. However, Supplemental Security Income (SSI) is not included when determining Marketplace household income.

Do not automatically use your 2025 income

Your 2025 tax return can serve as a helpful reference, but your Marketplace application should be based on a reasonable estimate of your expected income for 2027.

Your income may change because:
 

Your income may change due to factors such as:

  • Gaining or losing a major client
  • Increasing or lowering your prices
  • Changes in your workload or business activity
  • Starting a new business
  • Expanding your current business
  • A contract ending or changing
  • Your spouse starting or leaving a job
  • Expected retirement, investment, or rental income changes
  • Significant changes in your business expenses
If your income changes during 2027, update your Marketplace application as soon as possible. Keeping your information current can help prevent receiving more or less financial assistance than you qualify for.

Additional Marketplace Information

to Prepare

Current health insurance information
Have details about any current health coverage held by household members, including:
  • Current insurance provider
  • Plan name
  • Member or policy number
  • Coverage end date (if applicable)
  • Marketplace health insurance coverage
  • Employer-sponsored health insurance
  • COBRA coverage
  • Medicaid or CHIP coverage
  • Medicare coverage
  • TRICARE coverage
  • VA health coverage
  • Retiree health insurance
  • Individual private health insurance
Employer coverage offers
Even if you are self-employed, your spouse or another household member may still have access to health coverage through an employer.
Prepare:
 
  • Employer’s name
  • Employer’s address and phone number
  • Name of the employer-sponsored health plan
  • Monthly premium for employee-only coverage
  • Monthly family premium, if available
  • Date the employer coverage would begin
  • Details confirming whether the plan meets minimum coverage requirements
  • Any Health Reimbursement Arrangement (HRA) notice or documentation

An offer of affordable employer-sponsored coverage may impact your eligibility for Marketplace premium tax credits, even if you decide not to enroll in the employer’s plan.

Preferred doctors, facilities, and prescriptions
Before selecting a plan, prepare a list of:
 
  • Primary care providers
  • Specialists you currently see
  • Preferred hospitals
  • Urgent care locations
  • Pharmacies you use
  • Prescription medications
  • Medication names and dosages
  • Anticipated medical procedures
  • Ongoing treatments or therapies
Do not select a health plan based solely on the monthly premium. Make sure your preferred doctors, hospitals, and prescription medications are included in the plan’s coverage before enrolling.

What Is Needed for Off-Marketplace Coverage?

Off-Marketplace coverage generally does not consider household income for premium tax credits because Marketplace subsidies are not available for plans purchased outside the Marketplace. Therefore, a 2025 tax return and 2027 income estimate are typically not required for determining eligibility for off-Marketplace coverage assistance.

Applicants should still prepare basic enrollment information
Including:
  • Full legal names
  • Dates of birth
  • Home address and ZIP code
  • Coverage start date
  • Names and ages of dependents
  • Current health insurance details
  • Tobacco-use information
  • Preferred doctors and hospitals
  • Prescription medications
  • Payment details for the first premium payment
ACA-compliant off-Marketplace coverage

An ACA-compliant plan purchased directly from an insurance company generally offers the same key federal consumer protections as an ACA-compliant Marketplace plan. For individual major medical coverage that follows ACA rules, insurers cannot deny coverage or charge higher premiums based on medical history or pre-existing conditions.

Premiums are typically based on factors such as location, age, tobacco use, plan category, and the number of people covered under the plan. They cannot generally be adjusted based on an applicant’s health history or sex.

Medically underwritten or alternative private coverage
Some alternative health products, such as short-term plans, limited-benefit plans, fixed-indemnity plans, health-sharing programs, or other non-comprehensive options, may use medical underwriting when determining eligibility or coverage terms.
Depending on the product and carrier, the application may ask for:
  • Height and weight
  • Tobacco or nicotine use
  • Current health conditions
  • Previous medical diagnoses
  • Past surgeries or hospital stays
  • Upcoming medical procedures
  • Prescription medication history
  • Pregnancy status
  • Recent treatments or medical tests
  • Previous insurance claims

These types of products may have limitations, such as excluding pre-existing conditions, requiring waiting periods, placing limits on benefits, or denying coverage based on an applicant’s health history.

Texas insurance guidance notes that short-term and other limited-benefit plans may use medical underwriting, while comprehensive ACA-compliant plans cannot use an individual’s medical history to determine eligibility or set premium rates.

Questions to Ask Before Choosing Private Coverage
Before enrolling in an off-Marketplace plan, ask:
  • Is this a comprehensive major medical insurance plan?
  • Is the plan ACA-compliant?
  • Does it cover pre-existing conditions?
  • Does it include preventive care services?
  • Are prescription medications covered?
  • Are maternity and newborn care services included?
  • Are mental health and substance-use treatment services covered?
  • Does the plan provide emergency and hospital care coverage?
  • Are there annual or lifetime benefit limits?
  • Is there a waiting period before coverage begins?
  • Is the coverage renewable?
  • Can the insurance company cancel coverage or deny renewal after a health condition develops?
  • Are my preferred doctors and hospitals included in the network?
  • What is the plan’s deductible amount?
  • What is the maximum out-of-pocket limit?
  • Is there an annual coverage maximum?
  • Does the plan offer out-of-network coverage?
  • Does this plan meet my needs for comprehensive health coverage?
  • What services, treatments, or conditions are specifically excluded?
Always request and carefully review the plan’s Summary of Benefits and Coverage (SBC) or other official plan documents before enrolling to fully understand the benefits, limitations, and exclusions.

A Simple Preparation Timeline

Before Open Enrollment
 
  • File your 2025 federal tax return
  • Complete Form 8962 if you received advance premium tax credits in 2025
  • Locate your Form 1095-A
  • Review your 2025 Schedule C
  • Update your business income and expense records
  • Prepare a reasonable estimate of your 2027 net income
  • Gather household and dependent information
  • Compile a list of your doctors, hospitals, and prescription medications
  • Review your current plan’s renewal notice
During Open Enrollment
 
  • Update your Marketplace application rather than relying solely on automatic renewal
  • Confirm your expected 2027 income
  • Compare monthly premiums along with total potential out-of-pocket costs
  • Review provider networks and prescription drug formularies
  • Compare Marketplace plans with private coverage options
  • Check plan details, including exclusions, deductibles, copayments, and coinsurance
  • Choose a plan before the applicable enrollment deadline
  • Pay the first premium required by the insurance company to activate coverage
After Enrollment
  • Save your enrollment confirmation and policy documents
  • Confirm that your first premium payment has been processed
  • Keep your member ID cards in a safe place
  • Update your Marketplace application if your household or income changes
  • Review any notices requesting additional information or documentation
  • Respond to verification requests before the required deadline
 
 
 

Do Not Wait Until the Final Day

Self-employed income can be challenging to estimate, and choosing the right health plan involves more than comparing monthly premiums. Preparing early gives you time to organize tax documents, estimate your net business income, confirm provider networks, review prescription coverage, and compare both Marketplace and private insurance options.

Kannonball Insurance Solutions offers individual and family health coverage options and can help clients better understand Marketplace premium tax credits, HMOs, PPOs, EPOs, and private coverage alternatives.

If you need help preparing for 2027 Open Enrollment, call Kannonball Insurance Solutions at 254-918-5444 to schedule a free consultation and explore coverage options that fit your needs and budget.

This article is intended for general educational purposes only and does not provide tax, legal, or accounting advice. Coverage availability, eligibility requirements, carrier guidelines, benefits, and enrollment deadlines may change. Consult a qualified tax professional regarding your specific tax situation.