Beat the Clock: Slash Your 2025 Tax Bill Before December 31
The deadline to take action is fast approaching, and it’s much sooner than April 1st. Act now to help avoid paying more than you should.
If you’re a high-income earner, executive, or retiree, your best chance to significantly lower your 2025 tax bill is now. After December 31, many valuable strategies are off the table.
Summitry’s Year-End Tax Moves Guide reveals 5 high-impact ways to control what gets taxed - and when.
Get ahead of penalties. Optimize equity events. Use charitable giving like a pro. Preserve flexibility for the future.
A TAX STRATEGY GUIDE FOR HIGH-EARNERS AND HNW INDIVIDUALS
Every year, high earners and retirees lose out on thousands in avoidable taxes simply by missing year-end deadlines. Many money-saving tax strategies have a hard cutoff of December 31, with no exceptions.
We break down what to do (and when to do it) to help:
- Reduce your taxable income before year-end
- Avoid Safe Harbor underpayment penalties
- Maximize 401(k), HSA, and backdoor Roth opportunities
- Offset income with smart charitable giving
- Prevent Medicare IRMAA surcharges
- Smooth income from equity compensation and investments
This isn’t basic tax advice. It’s high-level strategy for high-level income.

What You’ll Learn Inside
For High-Earners
- How to meet Safe Harbor requirements and dodge surprise penalties
- Ways to time equity compensation (RSUs, NSOs, ISOs) to avoid bracket creep
- Smart strategies for maxing out pre-tax and tax-advantaged accounts
- How to use charitable giving to offset income—including Donor-Advised Funds and appreciated stock
- The overlooked power of tax-loss harvesting before year-end
For Retirees
- How to optimize RMDs to mitigate your tax hit (and avoid a 25% penalty)
- How Qualified Charitable Distributions (QCDs) slash your AGI without itemizing
- When to harvest gains vs. losses to stay under IRMAA thresholds
- Why withdrawal sequencing can make or break your Medicare premiums

See How Much You Could Save
Example: A California executive earning $2M misses Safe Harbor payments and ends up with $12,000 in penalties. That outcome is preventable with proactive planning and timely coordination between you, your CPA, and your financial team.
Example: A retiree who redirects $50K of their RMD via a QCD saves $3K–$4K in Medicare premiums. Strategic use of QCDs can create lasting tax and healthcare savings for years to come.
*These figures are intended for explanatory purposes only.
Trusted by High Earners and Savvy Retirees
Many clients have used Summitry’s end-of-year planning to protect income, reduce tax drag, and position their wealth for long-term success.
Whether you're closing out a high-income year, managing equity events, or optimizing retirement income, we help you play smarter, not just harder.

Don’t Wait Until January. It’ll Be Too Late.
December 31 isn’t just the end of the year - it’s the end of opportunity for your 2025 tax strategy.
Get the free guide and make your money work harder before time runs out.
