Follow this step‑by‑step checklist to implement proven tax strategies across your portfolio, retirement accounts, and estate plan.
Based on: Ideas To Help Manage, Defer, And Reduce Your Taxes | Insights Live | Fidelity Investments by Fidelity Investments
▶ Watch the source video on YouTube
What if the IRS is quietly taking more from you than it should — and you don't even realize it? Most people think about taxes once a year, fill out a form, write a check, and move on. But the investors who consistently build and keep more wealth think about taxes every single month, across every account, every strategy, and every financial decision they make. That gap is costing you real money.
Here's the uncomfortable truth: between capital gains taxes, the net investment income surcharge, IRMAA Medicare premium spikes, the alternative minimum tax, and state-level estate tax cliffs, there are more ways for taxes to quietly erode your wealth than most people ever consider. And the strategies to fight back — Roth conversions, tax-loss harvesting, QCDs, donor-advised funds, annual gifting, asset location — are only effective when you apply them in the right order, at the right time, with the right account types. Missing one step can wipe out the benefit of everything else.
Imagine heading into year-end with a clear action plan. You know exactly which losing positions to harvest, which assets to keep in tax-advantaged accounts, how much to convert to Roth without triggering an IRMAA surcharge, and how to frontload charitable gifts to maximize your deductions. You feel confident — not anxious — because your tax strategy is integrated into your entire financial plan, not bolted on at the last minute.
This checklist was built directly from a live Fidelity Investments wealth management webinar featuring Elizabeth Macy and Lou Gentile — two professionals with decades of experience helping high-net-worth clients navigate exactly these situations. Fidelity is one of the most trusted names in personal finance, and this session pulled no punches: specific dollar thresholds, real client stories, actual tax rates, and concrete strategies most financial media never covers in this level of detail.
This PDF checklist translates every actionable strategy from that webinar into a clear, step-by-step action plan — covering portfolio tax management, retirement income tax planning, Roth conversion decisions, RMD reduction tactics, estate gifting strategies, and year-end tax moves. Work through it with your financial advisor, your CPA, or on your own to identify exactly where your biggest opportunities are hiding.
Every checklist item comes with actionable notes to guide you — things like "Don't forget to do this before you start," "Avoid this common mistake," or "Set a reminder for 30 days out." Nothing vague, just clear next steps.
+ 35 more action items inside...
Instant PDF download. Start taking action today.
✓ Instant download · ✓ PDF format · ✓ No subscription