Retirement

Tax strategies for retirement planning and income

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In-Depth Guides (17)

Guides (12)

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
Estimated Tax Payments: Who Owes Them, When They're Due, and How to Calculate
Who must pay estimated taxes, the four quarterly deadlines, safe harbor rules, calculation methods, and how to avoid the underpayment penalty under IRC Section 6654.
Guide
Moving to a New State? The Tax Implications Nobody Mentions
Changing states changes your taxes in at least six ways: income tax, retirement income treatment, estate tax, property tax, filing obligations, and audit risk. A guide to what actually matters.
Guide
Open Enrollment and Your Taxes: HSA, FSA, and Medicare Decisions That Affect Your Return
HSA contributions, FSA elections, and Medicare enrollment each carry tax consequences that outlast the plan year. A guide to the dollar limits, eligibility traps, and IRMAA surcharges that connect your benefits choices to your tax return.
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
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.
Guide
Your First Year of Retirement Taxes: RMDs, Social Security, and Roth Conversions
Retirement changes your taxes three ways at once: new income sources, no payroll withholding, and new rules like RMDs and Social Security taxation. A first-year checklist.

Quick Guides (27)

$1 Million - $2 Million
Choose this if your total retirement account balances fall between $1 million and $2 million.
$2 Million - $5 Million
Select this if your total retirement account balances are between $2 million and $5 million.
$500,000 - $1 Million
Choose this if your total retirement account balances fall between $500,000 and $1 million.
1-3 Years From Now
Choose this if retirement is one to three years away. You have enough time for strategic moves, but decisions need to start now.
3-5 Years From Now
Select this if retirement is three to five years away. You have the most runway for strategic positioning and the ideal time to engage a CPA who specializes...
401(k) or 403(b)
Select this if you have a 401(k) or 403(b) from a current or former employer.
Already Doing Roth Conversions
Choose this if you're already doing Roth conversions and want to make sure you're converting the right amount.
Already Retired
Select this if you've already left the workforce. The planning-for-retirement phase is over -- now it's about drawing down what you've accumulated as...
Already Taking Benefits
Choose this if you're already collecting Social Security benefits.
Deferred compensation
Select this if you have a deferred compensation plan, whether a governmental 457(b) or a nonqualified deferred compensation arrangement.
Delaying Until 70
Choose this if you've decided to wait until 70 to start Social Security and want to make the most of the gap years.
Interested but Haven't Started
Choose this if you've heard about Roth conversions and want professional analysis before committing.
View all 27 quick guides →

Your Professional Team

CPA
Always
RMD calculations, Roth conversion analysis, Social Security optimization, and IRMAA planning
Financial Advisor
Usually
Withdrawal sequencing, portfolio allocation for income, and longevity planning
Learn more →
Estate Attorney
Sometimes
Beneficiary updates, trust planning, and legacy structuring
Learn more →
How to build your complete financial team →