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Healthcare costs shouldn't stop you from retiring early, especially when strategic planning can reduce those expenses from $1,000+ to as little as $50 per month. We explore how proper account structure and withdrawal strategies can save you tens of thousands in healthcare premiums during the critical pre-Medicare years.
• "Superhero accounts" (brokerage/taxable accounts) offer tremendous flexibility for controlling taxable income
• Capital gains from brokerage accounts are taxed more favorably than IRA withdrawals
• Strategic income planning can qualify you for ACA subsidies, potentially saving $70,000+ over five years
• Tax gain harvesting at 0% capital gains rate provides additional opportunities
• Balance healthcare optimization with other goals like Roth conversions
• Most valuable for those within 5 years of retirement
Submit your questions at earlyretirementpodcast.com. I respond to everyone, and if your question would benefit many, I'll make an episode about it.
Create Your Custom Early Retirement Strategy Here
Get access to the same software I use for my clients and join the Early Retirement Academy here
Ari Taublieb, CFP ®, MBA is the Chief Growth Officer of Root Financial Partners and a Fiduciary Financial Planner specializing in helping clients retire early with confidence.
By Ari Taublieb, CFP®, MBA4.8
543543 ratings
Healthcare costs shouldn't stop you from retiring early, especially when strategic planning can reduce those expenses from $1,000+ to as little as $50 per month. We explore how proper account structure and withdrawal strategies can save you tens of thousands in healthcare premiums during the critical pre-Medicare years.
• "Superhero accounts" (brokerage/taxable accounts) offer tremendous flexibility for controlling taxable income
• Capital gains from brokerage accounts are taxed more favorably than IRA withdrawals
• Strategic income planning can qualify you for ACA subsidies, potentially saving $70,000+ over five years
• Tax gain harvesting at 0% capital gains rate provides additional opportunities
• Balance healthcare optimization with other goals like Roth conversions
• Most valuable for those within 5 years of retirement
Submit your questions at earlyretirementpodcast.com. I respond to everyone, and if your question would benefit many, I'll make an episode about it.
Create Your Custom Early Retirement Strategy Here
Get access to the same software I use for my clients and join the Early Retirement Academy here
Ari Taublieb, CFP ®, MBA is the Chief Growth Officer of Root Financial Partners and a Fiduciary Financial Planner specializing in helping clients retire early with confidence.

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