Recently Widowed
Tax guidance for navigating finances after losing a spouse
Recently Widowed: Your Step-by-Step Tax Action Plan
A visual step-by-step tax action plan for surviving spouses. Covers portability elections, step-up basis documentation, filing status changes, and key deadlines.
In-Depth Guides (18)
Guides (10)
Guide
Building Your Financial Team: Which Professionals You Need at Each Stage
Learn which financial professionals -- CPA, financial advisor, estate attorney, insurance agent -- you need at each life stage, how to get them working together, and what happens when advice is uncoordinated.
Guide
Charitable Giving Strategies That Actually Reduce Your Tax Bill
Charitable giving can cut your tax bill, but only if you use the right vehicle at the right time. QCDs, donor-advised funds, appreciated stock, bunching, and the new OBBBA rules explained with dollar thresholds.
Guide
Estate Planning vs. Tax Planning: Why You Need Both and How They Work Together
Estate planning and tax planning are different disciplines that must work together. Learn how CPAs and estate attorneys coordinate on trusts, portability, gift exclusions, and GST tax.
Guide
Inherited an IRA? The 5 Different Rule Sets and Which One Applies to You
Five different rule sets govern inherited IRAs depending on your relationship to the deceased. Learn which applies to you and what changed under SECURE 2.0.
Guide
Required Minimum Distributions (RMDs): The Rules, the Math, and the Penalties
How Required Minimum Distributions work, when they start, how to calculate them, what happens if you miss one, and the QCD strategy that can eliminate the tax bill entirely.
Guide
Roth Conversions Explained: The Tax Strategy That Could Save You Six Figures in Retirement
How Roth conversions work, when the gap years between retirement and RMDs create the best opportunity, and a year-by-year example showing $180K+ in lifetime tax savings.
Guide
The First Tax Season After Losing a Spouse: What's Actually Time-Sensitive
After losing a spouse, several tax deadlines are irreversible if missed: joint filing, portability election, and step-up documentation. Learn what is actually time-sensitive.
Guide
What Surviving Spouses Need to Know About Social Security
Survivor benefits, switching strategies, remarriage rules, taxation thresholds, and the widow's penalty -- a practical guide to Social Security decisions after losing a spouse.
Guide
What Type of Tax Professional Do I Actually Need?
Not sure if you need a CPA, EA, or tax preparer? This guide matches your tax situation to the right credential based on complexity, representation needs, and budget.
Guide
Year-End Roth Conversion Deadline: How to Calculate the Right Amount Before December 31
Roth conversions must settle by December 31 -- no extensions. Learn how to estimate your full-year income, fill tax brackets strategically, and avoid IRMAA cliffs before the deadline closes.
Comparisons (3)
Comparison
CPA vs. Estate Attorney: Different Roles in Protecting Your Legacy
Understand the distinct roles of CPAs and estate attorneys in estate planning and administration: who handles wills and trusts, who files estate tax returns, and when you need both.
Comparison
CPA vs. Financial Advisor: When You Need One, the Other, or Both
Understand the key differences between CPAs and financial advisors (CFPs, RIAs), when each is essential, when you need both, and how to avoid costly gaps in professional advice.
Comparison
CPA vs. Tax Attorney: Understanding the Critical Difference
When do you need a CPA, when do you need a tax attorney, and when do you need both? Compare roles, privilege protections, costs, and the situations that demand each professional.
Explainers (4)
Explainer
IRMAA Explained: Why Your Medicare Premiums Depend on Your Tax Return
IRMAA is a Medicare surcharge based on your tax return from two years ago. Learn the income thresholds, how the 2-year lookback works, and how to appeal with Form SSA-44.
Explainer
Step-Up in Basis Explained: The Most Valuable Tax Concept Most People Have Never Heard Of
Step-up in basis resets inherited assets to date-of-death value, potentially eliminating decades of capital gains. Learn how IRC Section 1014 works and how to document it.
Explainer
Tax-Loss Harvesting: How to Turn Investment Losses Into Tax Savings Before December 31
Tax-loss harvesting lets you sell investments at a loss to offset capital gains and up to $3,000 in ordinary income per year. Learn the wash sale rule, netting order, carryforward mechanics, and when harvesting helps vs. hurts.
Explainer
The Widow Penalty: How Filing Status Changes Hit Your Tax Bill
When a spouse dies, the surviving partner faces narrower tax brackets, a smaller standard deduction, lower IRMAA thresholds, and tighter Social Security taxation rules -- all on roughly the same income. Here is how the math works and what to do about it.
Quick Guides (26)
$1 Million - $2 Million in Inherited Assets
Choose this if the total value of what you inherited (home, investments, retirement accounts, etc.) falls between $1 million and $2 million.
$2 Million - $5 Million in Inherited Assets
Choose this if the total value of what you inherited (home, investments, retirement accounts, etc.) falls between $2 million and $5 million.
$500,000 - $1 Million in Inherited Assets
Choose this if the total value of what you inherited (home, investments, retirement accounts, etc.) falls between $500,000 and $1 million.
Business Interest
Select this if you inherited an ownership interest in a business -- an LLC, S-corp, partnership, or sole proprietorship.
Deciding What to Do with Inherited Investments
Select this if you've inherited stocks, funds, or brokerage accounts and aren't sure whether to sell, hold, or restructure them.
Investment/Brokerage Accounts
Select this if you inherited stocks, mutual funds, ETFs, or brokerage accounts from your spouse.
Just Need Help Understanding My New Situation
Select this if you're not sure what questions to ask, or you need someone to explain how your financial and tax situation has changed. This is completely...
No / Not Sure
Choose this if you haven't documented the step-up in basis for inherited assets, or if you're not sure what that means. This should be your first priority.
Over $5 Million in Inherited Assets
Choose this if the total value of what you inherited (home, investments, retirement accounts, etc.) exceeds $5 million.
Partially Documented
Choose this if you have documentation for some inherited assets but not others. This is the most common situation: brokerage firms typically send...
Pension
Select this if you're receiving pension income -- either your own pension or a survivor benefit from your spouse's pension.
Planning for My Own Heirs
Select this if you're thinking about how to pass your assets to your children or other beneficiaries.
Your Professional Team
CPA
Always
Estate tax filing, step-up in basis documentation, filing status elections, and survivor benefit optimization
Financial Advisor
Usually
Portfolio rebalancing, survivor income planning, and beneficiary designations
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