Insights
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Tax Check-In: A Practical Checklist Before the September 15th Tax Deadline
What should I check before the September 15 estimated tax deadline?
Open Enrollment: What to Review Before You Finalize Your Benefits
What should I review during open enrollment?
IRMAA: Why Your Income Matters for Medicare Premiums Two Years From Now
How does IRMAA's two-year lookback work?
Managing a Concentrated Stock Position Before Year-End
How do you diversify a concentrated stock position without triggering a big tax bill?
529-to-Roth Rollovers - A New Option for Unused Education Savings
How does a 529-to-Roth IRA rollover work?
Charitable Bunching and Donor-Advised Funds: A Second-Half Strategy Worth Modeling
What is charitable bunching and how does it work with the new 2026 AGI floor?
Tax Projection Check-In: Whether You Pay Estimates or Rely on Withholding
Should I adjust my tax withholding or make an estimated payment?
Gifting Under the New $15 Million Exemption: What OBBBA's Estate Tax Changes Mean for Your Plan
What is the gift and estate tax exemption for 2026?
The Roth Conversion Window Is Narrowing: What to Know Before Q4
Your 2026 income is clearer now than it was in January — here's why that matters for a Roth conversion decision.
Tax-Loss Harvesting: Why the Third Quarter Is the Right Time to Look
What is tax-loss harvesting and when is the best time to do it?
Trump Accounts: What Parents and Grandparents Need to Know
Trump accounts launched July 4th - what they are and whether one makes sense for your family.
Mid-Year Financial Planning Guide
The mid-year financial planning conversations that matter most — Roth conversions, RMD planning, charitable giving strategy, and more.
Charitable Giving Strategies for the Rest of 2026
How to maximize charitable giving tax efficiency in the second half of 2026 using donor-advised funds, QCDs, and appreciated securities.
How to Build a Tax-Efficient Portfolio
Asset location, tax-efficient investing, and how to minimize taxes on your portfolio by placing the right investments in the right accounts.
Medicare Planning for Pre-Retirees
Medicare enrollment, IRMAA surcharges, and how to coordinate Medicare with Roth conversions and your retirement income.
Mid-Year Tax Planning Moves to Make Now
Mid-year tax planning moves that matter most in 2026 — Roth conversions, tax-loss harvesting, capital gains planning, and more.
The Psychology of Enough
How behavioral finance principles affect retirement decisions and how to build a plan you will actually stick with.
Education Planning for Families and Grandparents
How families and grandparents can fund education tax-efficiently using 529 plans, direct tuition payments, and gifting strategies.
Retirement Income Projection Strategies: Building a Plan That Lasts
How to project retirement income, create a tax-efficient withdrawal strategy, and build a plan that lasts a lifetime.
Social Security Optimization: What Every Pre-Retiree Should Know
We explain Social Security claiming strategies, breakeven analysis, spousal benefits, and the tax impact of when you file.