Tax Planning Scenarios
Real strategies, real numbers — see how proactive planning changes outcomes for business owners and high earners.
A sole proprietor earning $180K makes the switch to S-Corp status — and eliminates $14,000 in self-employment tax in year one. Here's exactly how the math works, and how to know if it applies to you.
Read the scenario →A W-2 corporate executive with $320K in compensation discovers three overlooked strategies — backdoor Roth IRA, mega backdoor 401(k), and deferred compensation timing — that dropped their effective tax rate by 6 points.
Read the scenario →A commercial real estate investor uses a cost segregation study to reclassify building components into shorter depreciation schedules — pulling $58,000 in deductions into year one instead of spreading them over 39 years.
Read the scenario →A software engineer with a concentrated RSU position uses a three-part capital gains strategy — multi-year sales, tax-loss harvesting, and a donor-advised fund — to reduce his combined tax bill from $152K to $86K.
Read the scenario →A freelance designer discovers her SEP-IRA was leaving $46,000 in annual tax-shelter capacity on the table. Switching to a Solo 401(k) doubled her retirement contributions and saved over $8,000 in taxes in year one.
Read the scenario →