Early Retirement - Financial Freedom (Investing, Tax Planning, Retirement Strategy, Personal Finance)

You Want To Retire By 55. Here's 5 Things You Need To Know.


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Retiring by 55 sounds incredible, but it takes more than hitting a savings target. You need to understand how to bridge the gap between your last paycheck and the life you want to live.

In this episode, Ari Taublieb, CFP®, shares the five things every early retiree should know before calling it quits. From the overlooked “Rule of 55” to navigating healthcare costs and tax traps, this guide helps you move forward with confidence in your plan instead of crossing your fingers.

Here’s what we cover:
The Rule of 55 — how it lets you access 401(k) funds early (and the key mistake that disqualifies you).
Healthcare before Medicare — how to budget smartly, use tax strategies, and avoid sticker shock.
Taxes & Withdrawal Strategy — why a $2M 401(k) isn’t really $2M, and how to create real after-tax income.
Legacy Goals — whether you want to leave a million or spend it all, your intentions should drive your plan.
Lifestyle & Purpose — how to avoid the “I’m bored already” phase and build fulfillment into your retirement.

Retiring early isn’t about escaping work, it’s about creating a life you don’t want to escape from.


If you’re serious about retiring at 55 (or sooner), this episode helps you think beyond the math so you can design your freedom with purpose.

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Advisory services are offered through Root Financial Partners, LLC, an SEC-registered investment adviser. This content is intended for informational and educational purposes only and should not be considered personalized investment, tax, or legal advice. Viewing this content does not create an advisory relationship. We do not provide tax preparation or legal services. Always consult an investment, tax or legal professional regarding your specific situation.

The strategies, case studies, and examples discussed may not be suitable for everyone. They are hypothetical and for illustrative and educational purposes only. They do not reflect actual client results and are not guarantees of future performance. All investments involve risk, including the potential loss of principal.

Comments reflect the views of individual users and do not necessarily represent the views of Root Financial. They are not verified, may not be accurate, and should not be considered testimonials or endorsements

Participation in the Retirement Planning Academy or Early Retirement Academy does not create an advisory relationship with Root Financial. These programs are educational in nature and are not a substitute for personalized financial advice. Advisory services are offered only under a written agreement with Root Financial.

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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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Early Retirement - Financial Freedom (Investing, Tax Planning, Retirement Strategy, Personal Finance)By Ari Taublieb, CFP®, MBA

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