While it seems very scary, you actually have plenty of options for health insurance in retirement and it presents a huge tax planning opportunity.
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Don’t sell your employer stock inside your 401(k) or roll over your account to an IRA without considering whether you will benefit from net unrealized appreciation (NUA).
A Roth IRA conversion is an extremely powerful tool that can be utilized to create income when you are at lower tax brackets in order to avoid creating income at future higher brackets. Essentially, they give you the ability to create income on your terms.
Social Security taxation is one of the many reasons that one should create a tax efficient distribution plan that minimizes your lifetime tax burden.
Accessing money before 59 ½ has rules, but that should not stop you from retiring when you want to.
At some point in your life, it is likely that you will be subject to a required minimum distribution. A tax-efficient RMD distribution strategy can make your money go a lot further.