Free Strategic Resource

How Much of Your Health Benefit Costs Should Be Tax-Deductible?

Download the Business Owner's Health Benefit Tax Optimization Worksheet and see, in plain English, where your health benefits could be working harder for you.

15 min
To Complete
100%
Free — No Obligation
IRS
Recognized Strategies

What's Inside the Worksheet

This is not a generic checklist. It's a structured, step-by-step strategic tool designed to reveal the real cost of your current benefit structure — and the real opportunity hiding inside it.

Discover your exact annual tax optimization opportunity
Calculate your SIMRP eligibility and potential savings
Audit your current deductions for gaps and missed opportunities
Understand the Private PPO advantage for business owners
Build a clear picture of what your benefits should be doing for you
Worksheet Sections
1
Section 1: Your Current Benefit Cost Snapshot
2
Section 2: Business Structure Qualifier
3
Section 3: Tax Deduction Audit
4
Section 4: Estimated Tax Savings Calculator
5
Section 5: The SIMRP Opportunity Explainer
6
Section 6: Your Recommended Next Step

What the Worksheet Walks You Through

Your Business Structure
Sole proprietor, LLC, S-Corp or C-Corp, and what that means for how health costs can be treated.
Your Current Health Costs
Premiums, deductibles and out-of-pocket costs, so you see the full picture in one place.
Deductions to Ask About
The self-employed health insurance deduction, HSA contributions and employer benefit options.
Your Next Step
A short list of questions to bring to your strategy session and your CPA.

Tax treatment depends on your situation. Review results with your tax professional.

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Licensed Nationwide
Woman-Owned Business
IRS-Recognized Strategies
The Strategy Behind the Worksheet

Turn Payroll Into Profits

The Self-Insured Medical Reimbursement Plan (SIMRP) is the most underutilized tax strategy available to business owners today. Here's why it matters.

Pre-Tax Reimbursements

Your business reimburses qualified medical expenses with pre-tax dollars — converting personal health costs into deductible business expenses.

Dual Tax Savings

SIMRP saves on both income taxes AND payroll taxes (FICA). Most strategies only address one. SIMRP addresses both simultaneously.

IRS-Recognized

SIMRP is not a loophole. It's an IRS-recognized employer benefit strategy that has been available for decades — and most businesses have never implemented it.

What This Looks Like in Real Life

A business owner with a W-2 team already pays for health coverage. With the right structure, those same dollars can work harder: part of the cost may become a deductible business expense, employees get a benefit they value, and the owner stops guessing. Christine looks at your actual numbers with you, and with your CPA if you'd like, before recommending anything.

Common Questions

Everything you need to know before downloading your worksheet.

Ready to See Your Numbers?

Download the worksheet. Run the numbers. Then let's talk about what's possible.

Licensed Nationwide · Woman-Owned Business · No Obligation