Mid-Year Tax Strategy Checklist

Your proactive guide to minimize liabilities and maximize value.

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1. Review Revenue vs. Forecast

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• Are you ahead or behind projections?
  
  
• Do Q1 and Q2 actuals suggest a revised revenue target?
  
  

2. Adjust Estimated Tax Payments

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• Have you recalculated your Q3 and Q4 estimated taxes based on actual performance?
  
  
• Avoid overpayment or underpayment penalties by aligning with real-time numbers.
  
  

3. Evaluate R&D Tax Credit Eligibility

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• Are you developing technology, internal systems, or new products?
  
  
• Ensure documentation is in place to claim credits for qualifying work.
  
  

4. Analyze Entity Structure

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• Is your current business structure (LLC, S-Corp, C-Corp) still optimal for your tax goals and capital plans?
  
  
• Should you consider a restructuring based on growth, investment, or ownership changes?
  
  

5. Optimize Owner Compensation

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• Is your mix of salary, dividends, or distributions structured tax-efficiently?
  
  
• Consider the implications for self-employment taxes, retirement contributions, and QBI deductions.
  
  

6. Plan for Capital Raises or Exits

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• Are your financials and tax returns clean and investor-ready?
  
  
• Are you minimizing audit risk and maximizing your valuation narrative?
  
  

7. Review Retirement and Benefit Contributions

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• Have you fully utilized available retirement plan contributions (SEP IRA, Solo 401k, etc.)?
  
  
• Can you structure benefits to reduce taxable income?
  
  

8. Assess State and Local Tax (SALT) Exposure

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• Are you expanding into new states?
  
  
• Have you reviewed nexus issues and multi-state filing requirements?
  
  

9. Integrate Personal and Business Planning

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• Are there opportunities to shift income or expenses for better personal tax positioning?
  
  
• Have you planned for equity grants, buybacks, or liquidity events?
  
  

10. Schedule a Strategic Tax Review

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• Don’t wait until Q4 or worse—March. Now’s the time for proactive planning.

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[Download the Checklist]

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📆 Book Your Mid-Year Review

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Now’s the time to catch opportunities—and correct courses if needed. Let’s revisit your numbers, your goals, and your roadmap to minimize liability and maximize growth.

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[Book a Call With Us]

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