7 Costly Pre-Retirement Mistakes

Your final working years are critical for retirement success. Avoid these mistakes to maximize your retirement income and minimize lifetime taxes.

MistakeCostDescriptionImpact
Late Roth Conversion Planning
$200,000

Waiting until retirement to start Roth conversions creates unnecessary tax burden.

Strategic conversions in final working years = $200K+ in tax savings over retirement.
Medicare Enrollment Mistakes
$50,000

Missing enrollment windows or choosing wrong plan costs thousands annually.

Late enrollment penalties last lifetime. Wrong Medigap plan = $3K-5K/year overpayment.
No Tax-Efficient Withdrawal Plan
$300,000

Random withdrawals from wrong accounts increase lifetime tax bill significantly.

Strategic withdrawal order (taxable → tax-deferred → Roth) saves $300K+ in taxes.
Outdated Estate Plan
$100,000

Estate plans from 10+ years ago don't reflect current laws or family situation.

Old plans trigger unnecessary estate taxes and family disputes. Update every 3-5 years.
No Long-Term Care Plan
$150,000

Assuming Medicare covers long-term care costs $150K+ in unexpected expenses.

Medicare doesn't cover assisted living. 70% chance of needing care. Plan now or pay later.
Missing ACA Subsidy Opportunity
$100,000

Retiring before 65 without understanding ACA income limits costs $20K/year.

Managing income below 400% FPL = $15K-25K/year in premium subsidies before Medicare.
Poor Downsizing Timing
$125,000

Selling home at wrong time triggers capital gains or loses Section 121 exclusion.

$500K exclusion ($250K single) requires 2 of last 5 years primary residence. Time it right.

Are You Making Any of These Mistakes?

Get your personalized pre-retirement analysis. We'll show you exactly how to optimize your withdrawal strategy and Medicare decisions.

Takes 2 minutes · Free · No credit card required

AI Curbside

Hi! I'm your AI financial advisor for physicians. Loading your personalized dashboard...

Powered by CopilotKit