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Early Retirement - Financial Freedom (Investing, Tax Planning, Retirement Strategy, Personal Finance): Daily Summaries Delivered
by Ari Taublieb, CFP, MBA
Ari Taublieb is a CERTIFIED FINANCIAL PLANNER™ and Vice President of Root Financial Partners. Ari Taublieb, CFP®, MBA specializes in helping people navigate an early retirement. I get it...retirement sounds overwhelming (an early retirement may sound particularly overwhelming)! Does it just feel like there's so much to consider and you just want to make sure you're doing everything you can to set yourself up right? If I may ask...why do YOU want to retire early? Do you want to travel? Have you just had enough of work? Do you want to spend more time with family (or on hobbies you've been putting off)? I created this podcast to help you know when work is now optional because you have a financial strategy that tells you when you can retire. You will learn all the investing tips in this financial podcast to set up the right portfolio for your goals. You may love what you do - and if that's you, great! I'm not saying stop working. But, I am saying, wouldn't it be nice to know when you di
Latest Episodes
The most recent episodes — sign up to get AI-powered summaries of each one.
- 6 days ago11 min
Once You Have Saved This Much For Retirement, Start Spending | Early Retirement Hotline
Sometimes the question is not whether you can retire. It is whether you are willing to be honest about what retiring early can look like. In this episode, Ari responds to a voicemail from a couple with a target retirement date, a month picked out, and a plan that looks solid on the surface. Two homes, multiple account types, a pension on the horizon, and a spending goal that seems reasonable. But the more interesting question is not whether the math works. It is whether the life they are bui...
- 1 weeks ago12 min
Here’s How Smart Retirees Pay For Healthcare Before Medicare (Age 65) | Early Retirement Hotline
Healthcare is one of the biggest fears keeping people from retiring early. But for many future retirees, the actual cost is not the problem. The uncertainty is. In this episode, Ari Taublieb, CFP®, responds to a listener hoping to retire at age 60 with approximately $1.9 million saved between retirement accounts, a brokerage account, and a Roth IRA. While the numbers appear solid, one concern continues to stand in the way: how to pay for healthcare before Medicare begins at age 65. L...
- 2 weeks ago13 min
"Should I Go Retire Early And Live Abroad?" | Early Retirement Hotline
Retiring abroad sounds cheaper on paper. The real question is whether it creates the life you actually want. In this episode, Ari responds to a listener considering retiring in Thailand within the next few years. The appeal is obvious. Lower healthcare costs, lower living expenses, and the possibility of stretching retirement dollars much further than they would in the United States. But the conversation quickly shifts beyond the math. Ari walks through the tradeoffs people often underestim...
- 3 weeks ago22 min
I Have No Kids. Can I Retire In My 50s? | Early Retirement Hotline
Retirement planning often sounds like a math problem. But sometimes the most important question is not whether you can retire. It is what kind of life you want your money to support. In this episode, Ari Taublieb, CFP®, responds to a listener who is 52 year old and hopes to retire at 55 with approximately $2.8 million saved. On paper, he appears to be in a strong position. But like many people approaching retirement, he is trying to balance competing goals. He wants the freedom to spend mo...
- Aug 17, 20269 min
Why Don't We Feel We Can Retire With Numbers That Look Good? | Early Retirement Hotline
Retiring early is one thing. Trusting that you can stay retired is something completely different. In this episode, Ari responds to a listener who retired at 48 while her husband prepares to leave work as well. The numbers say they are in a strong position, yet the doubt still lingers. Are we really okay. Did we miss something. Should we keep working just to be safe. Ari explores why so many people struggle to trust their retirement plan even after years of disciplined saving and investing....
- Aug 10, 202614 min
The Shocking Reality Of What A $5M Retirement Looks Like In 2026 | Early Retirement Hotline
Five million dollars sounds like more than enough to retire. The real question is whether it supports the life you actually want to live. In this episode, Ari responds to a listener planning to retire around age 55 with roughly $5.1 million and spending close to $16,000 to $17,000 per month. On the surface, the math looks close. A simple rule might suggest it works. But real retirement decisions are rarely that simple. The first layer is structure. How much of that money is in pre tax accou...
- Aug 3, 202616 min
Can I Retire At 52? | Early Retirement Hotline
Sometimes retirement planning is not about optimization. It is about rebuilding. In this episode, Ari Taublieb, CFP®, responds to a voicemail from a 52 year old widow whose life changed overnight. The plan she once built with her spouse no longer applies, but the desire to retire early and live intentionally is still there. On paper, she is in a strong position. Over $2.5 million saved across retirement accounts, no debt, a paid off home, and relatively low spending. The question is not whe...
- Jul 27, 202618 min
Should I Do Roth Conversions With A Pension? | Early Retirement Hotline
Most people think tax strategy is the starting point. It’s not. It’s the final layer that sits on top of a life you actually want to live. In this episode, Ari Taublieb, CFP®, responds to a listener with over $3 million across pre-tax, Roth, and brokerage accounts, plus a pension and future Social Security. On paper, everything looks optimized. In reality, he’s stuck on a question that keeps a lot of high savers from moving forward. Should he use his brokerage account for income, for tax st...
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About Early Retirement - Financial Freedom (Investing, Tax Planning, Retirement Strategy, Personal Finance)
Ari Taublieb is a CERTIFIED FINANCIAL PLANNER™ and Vice President of Root Financial Partners. Ari Taublieb, CFP®, MBA specializes in helping people navigate an early retirement. I get it...retirement sounds overwhelming (an early retirement may sound particularly overwhelming)! Does it just feel like there's so much to consider and you just want to make sure you're doing everything you can to set yourself up right? If I may ask...why do YOU want to retire early? Do you want to travel? Have you just had enough of work? Do you want to spend more time with family (or on hobbies you've been putting off)? I created this podcast to help you know when work is now optional because you have a financial strategy that tells you when you can retire. You will learn all the investing tips in this financial podcast to set up the right portfolio for your goals. You may love what you do - and if that's you, great! I'm not saying stop working. But, I am saying, wouldn't it be nice to know when you di
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