
"Choosing a retirement date feels like the finish line after decades of work, as you have saved diligently, watched your balance grow, and you are now ready to reclaim time in your life. However, you have to act smartly and recognize that the reality is that you can't just arbitrarily pick a retirement date or pick one based on emotion, as this can lead to costly mistakes."
"More importantly, and perhaps most importantly of all, baby boomers are living longer than ever, and financial planning now needs to cover around 25, 30, and even 35 years of living without working. This means what is going to separate successful retirements from stressful ones is going to come down to preparation before giving notice at work. The following three questions deserve honest answers before committing to a date, and the answers might push a retirement date forward or back."
"Retirement timing isn't just about having enough money, it's about having enough money at the right time, in the right accounts, with the right protections in place. Someone retiring at 62 faces a different set of financial challenges than a boomer retiring at 70. Healthcare coverage, Social Security optimization, sequence-of-returns risk, and tax planning all shift based on when you pull the trigger."
Choosing a retirement date requires deliberate planning because arbitrary, emotion-driven choices can create costly financial mistakes. Baby boomers retiring in 2026 face high interest rates, permanently higher inflation, and extended life expectancies that may require funding 25–35 years of retirement. Retirement timing affects healthcare coverage before Medicare, Social Security claiming strategies, sequence-of-returns risk, and tax exposure. Early retirement increases the likelihood of healthcare gaps and portfolio vulnerability, while later retirement can improve Social Security benefits and reduce withdrawal pressure. Honest assessment of healthcare access, income sources, and withdrawal sequencing should guide whether to delay or accelerate retirement.
#retirement-timing #healthcare-gap-before-medicare #social-security-optimization #sequence-of-returns-risk #baby-boomers
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