Should Gift Above Your RMDs? Orman Reframes Retiree Strategy
A renewed debate over gifting beyond required minimum distributions challenges retirees to balance tax costs with lon...
tax-strategy
Explore tax-strategy topics with four articles that explain retiree tax tips, saving strategies, and planning realities. Learn practical steps to lower taxes and protect retirement income.
137 articlesAffluent Roth Conversion Strategy Aims to Drain 401(k) Early
As markets wobble in 2026, wealthy retirees are accelerating Roth conversions to minimize taxes and control when inco...
The Math That Makes These Dividend Stocks Tax-Smart
As tax policy and markets evolve, the math that makes these dividend stocks tax-smart remains a compelling lever for ...
Plan Roth 401(K) Conversion Reduces Future Tax Bill
A high-income saver leverages an in-plan Roth 401(K) conversion to shift money within the plan, aiming to lower decad...
How to Save $67,500 with a SOLO 401(K) Plan While Employed
A growing set of workers with W-2 income are layering a SOLO 401(K) on top of their employer plans to juice retiremen...
A $2.2 Million Dividend Portfolio Delivers $13,200 Monthly
A $2.2 million dividend portfolio is quietly generating $13,200 a month in cash flow while avoiding complex K-1 taxes...
Roger Whitney Urges Roth 401(K) Priority for 60-Year-Old with $3.5M
In a timely Retirement Answer Man segment, Roger Whitney counsels a 60-year-old with roughly $3.5 million to keep fun...
What $7,000 Monthly Retirement Really Looks Like in 2026
As inflation cools, a 65-year-old with $7,000 a month must navigate taxes, geography, and housing to determine if ret...
Retiring with $3.4 Million: A Tax-Forward Strategy
A couple with $3.4 million plans to retire at 59 by drawing from a taxable portfolio for eight years, then tapping ta...
Taxing Wealthy Harder Than It Looks: Why It Isn’t Easy
Taxing wealthy harder than it looks sounds simple: just raise rates on big earners. In practice, money moves, lawyers...
Here I Would Tell a 71-Year-Old to Spend IRA First Today
A 71-year-old with $4 million could lower long-term costs by prioritizing traditional IRA withdrawals, leveraging Tre...
The $2,071 Monthly Check Gets Taxed Faster Than Thought
The typical Social Security check in 2026 is $2,071 monthly, but taxes bite earlier than many retirees expect. A fres...