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

I Want To Retire (Or Just Work Less). Will I Still Be On Track For A Comfortable Retirement?

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

Ari Taublieb, CFP®, MBA

Real Estate Investing, Stock Investing, Careers, Save On Taxes, Retirement, Business, Personal Finance, Investing, How To Retire, Early Retirement, Retirement Planning, Entrepreneurship

4.7583 Ratings

🗓️ 18 August 2025

⏱️ 11 minutes

🧾️ Download transcript

Summary

Some choose to grind a few more years in a high-paying job they dislike, aiming for an early, full stop at retirement. Others step into more fulfilling work that pays less, but adds purpose to their days—and often still results in more wealth than expected. Take John and Jennifer. Both start at age 50 with $1M saved and $150K salaries. John works five more years at a job he doesn’t enjoy, retiring at 55 with $1.62M. Jennifer switches to work she loves at $100K for 10 years, retiring at 60 wit...

Transcript

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0:00.0

I'm going to give you two scenarios, two different people, and I want you to ask yourself which person resonates more with you.

0:07.9

I promise this is going to help you determine what your ideal retirement should look like.

0:12.4

So here's person one.

0:14.1

Now these two people, they are both clients of root, and I'm just changing their names for security purposes.

0:19.9

So here's person one. John. John is

0:22.6

50 years old. John doesn't love what he does. He would really love to be done sooner than later.

0:29.4

He has a million dollars. Once again, age 50. He wants to be done. He though recognizes he wants to

0:37.0

make sure he can at least spend what would

0:38.9

make him excited in retirement, which he has identified as $80,000 per year. That's after taxes

0:46.3

adjusted for inflation. Now, John, he doesn't want to do part-time work. He would rather grind

0:53.1

it out and then just be done. So John

0:55.9

has decided he's 50, he's got a million dollars, his salary is $150,000 per year. So John has

1:03.3

decided he's going to grind it out for five more years. Doesn't love what he does, but he goes,

1:08.9

hey, this is what I'd rather do than have to work any longer.

1:12.6

So at 55, he wants to be done entirely with work for the rest of his life, and he has no children and he has no partner.

1:22.1

So he wants to spend $80,000 per year working from $50 to $55 if he does that. And he saves $50,000 per year working from 50 to 55. If he does that, and he saves $50,000 per year from his

1:32.0

$150,000 salary, that for five years would mean he's saving a $250,000 total amount, but he already has

1:41.4

a million dollars. I'm assuming a super conservative growth rate of 6%,

1:46.1

which would put him at about $1.62 million at age 55 when he would be retired. Assuming a 5%

1:54.5

withdrawal rate, he's at about $80,000 per year. So that's scenario number one. That's a John.

2:00.6

Nothing wrong with that. Just that's the

2:02.9

logic. That's the math right there. Now, I'm going to go through example number two, but if you

...

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