3 October Tax Wins for Tech Professionals | Chase Eason
3 Quick October Tax Wins for Tech Professionals with RSUs
Your compensation is complex. Your October checklist does not have to be.
Priya, a senior cloud engineer, had four RSU vests and a bonus this year. Her pay stubs showed taxes withheld every time, so she assumed she was covered. In October, she ran the numbers and found a gap.
If your pay includes equity, here are the three wins that matter most right now.
Win 1: Close Your Withholding Gap
Employers commonly withhold federal tax on RSUs and bonuses at a flat 22%. If your income puts you in the 32%, 35%, or 37% bracket, the difference may land as a balance due in April. The good news: W2 withholding is generally treated as paid evenly through the year, so a late year adjustment can still help.
Your move: Compare your year to date withholding to your projected tax. If there is a gap, update your W4 or make an estimated payment.
Win 2: Review Your Shares Before December 31
Every vest is a decision to hold your employer's stock. Your sale decisions shape this year's capital gains, and harvesting losses elsewhere may offset some of them. One caution: selling company stock at a loss within 30 days before or after a vest may trigger the wash sale rule and disallow the loss.
Your move: Pull your realized gains for the year and check your vest calendar before you sell anything at a loss.
Win 3: Finish Your 401(k) and HSA
Pretax 401(k) and HSA contributions may reduce this year's taxable income, but only for dollars contributed by year end. If your plan allows after tax contributions, that may be worth a look too.
Your move: Check your contributions against the 2026 limits and raise your percentage for the paychecks you have left.
Why These Three Work
Each win rests on four pillars: documentation that supports it, intent behind it, timing that respects the deadline, and structure that fits how you are paid. In October, timing is on your side. In April, it is not.
The Bottom Line
Depending on your circumstances, one of these wins may matter more than the others. A proactive review can help you find out which one before the year closes.
This blog post is for general informational purposes only and is not intended as individualized tax, legal, or financial advice. Please consult with your tax advisor regarding your specific situation.
