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The Perfect Storm – Demonstrating Conflicts of Interest With Investment Advice

I began writing about personal finance to create a positive outlet for the anger, regret, and pain I experienced because of investing mistakes I made as a young professional. I became a consumer advocate to help others avoid repeating my mistakes. My mistakes were the result of blindly following the advice of a financial advisor …

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The Worst Investment Advice I Ever Heard–Everywhere

My financial story creates an interesting juxtaposition, as I recently shared with Steve Chen on the NewRetirement Podcast. On one hand, my wife and I did many things well with our money. We achieved financial independence quickly, allowing me to retire last fall at 41 years old.  On the other hand, we made investing mistakes that …

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April 2018–Best of the Web

It’s time to explore the best articles from around the web to help you save more, invest smarter, and retire sooner. This month we start with articles focused on one of our core principles, keeping your finances simple. We also look at times when you can’t oversimplify. We’ll shine the spotlight on some icons of …

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Exploring the Pros and Cons of Retiring Before Your Spouse

I recently made the decision to retire early. My wife did not. She continues to work the same number of hours at her same job. Our path enables me to be free of a job I was burnt out on, improves family dynamics, and allows us to live with financial abundance. No decision is without …

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Deciding to Retire With High Market Valuations And Low Interest Rates

A combination of high stock valuations and low interest rates creates a challenge for investors contemplating where to deploy their capital. This environment is especially scary for those approaching retirement, worried about retiring at the wrong time. Many contemplate working one more year. Despite recent market volatility, stock valuations sit near all time highs. Higher …

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Leaving a Prestigious High-Paying Career in Your Early 40’s

The following is a guest contribution from blogging friend Physician on FIRE, an anesthesiologist transitioning to early retirement. Physician on FIRE focuses on issues facing high earners looking to retire early. His writing combines technical investing and tax planning insights with an emphasis on living purposefully and giving back. I invited him to share his …

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March 2018–Best of the Web

March is supposed to come in like a lion and go out like a lamb. As the month winds down, neither weather or financial markets are looking docile. Each is a great excuse to grab a hot cup of coffee, get in your most comfortable chair, and explore our selection of the best articles from …

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Using Domestic Geoarbitrage to Retire Sooner

Geoarbitrage is a concept popularized by Tim Ferriss in his book “The 4-Hour Workweek.” Geoarbitrage sounds complex, but the principle is easy to understand and apply. Different geographic areas have different costs of living. Geoarbitrage is simply taking advantage of these differences. This can be a powerful tool during your wealth building years, and it …

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The Best Options for Investing an HSA

The vast majority of people with Health Savings Accounts (HSA) use them as pass through accounts for the tax advantages they provide. Most people defer taxation on their earnings by contributing to the HSA, place the money in a savings account, and later take it out tax-free for qualified medical expenses. The standard use of …

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February 2018–Best of the Web

It’s time to explore the best items from the internet from the past month that will help you save more, invest smarter, and retire sooner. Volatility has made a return to the markets, which has a lot of people thinking about risk management. Risk management is easy to underestimate when planning your retirement. Yet poor …

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A Closer Look at Using a Health Savings Account (HSA) to Save for Retirement

My initial introduction to Health Savings Accounts (HSA) came a few years ago. The Mad Fientist published an article titled “HSA – The Ultimate Retirement Account”. After reading his article I filed it away in the back of my mind. I didn’t have access to an HSA while working. Fortunately, I had highly subsidized medical …

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What If You Can’t Retire Yet?

Can I Retire Yet? It is pretty safe to assume that if you are reading this blog you have an interest in answering that question. There are common themes that cause people to start asking. Many of us feel the tension of never having enough time for the things we want to do while working. …

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January 2018–Best of the Web

I hope your year is off to a great start. We received some major publicity to start the year. Glen Ruffenach of the Wall Street Journal included Darrow among his favorite writers on retirement planning, placing him in very impressive company. Also, MarketWatch ran an edited version of my first post. Welcome new readers finding …

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The Fundamental Problem With Retirement Planning

I recently read “The Personal MBA” by Josh Kaufman. The book describes universal principles that can be applied to any business. As a student of personal finance and retirement planning, I saw many parallels between business principles described in the book and principles of managing my own personal finances. I kept thinking of JD Roth’s …

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5 Factors To Consider Before You Roll Over Your 401(k) To An IRA

During my working years, I invested regularly into my 401(k).  I chose to use my 401(k) to take advantage of the considerable tax benefits available to an early retiree. This consistent saving, combined with an incredible bull market over the last decade of my career, left me with a substantial balance in my 401(k) when …

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Hello, I’m Not Mr. Money Mustache

I recently had the opportunity to sit down to dinner with a group of writers who focus on real estate investing and entrepreneurship. At dinner, I shared that I wrote about early retirement planning. I revealed that, at the time, I was a few weeks away from my own early retirement at the age of 41. After …

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A Flexible Plan For Health Insurance In Early Retirement

Health care costs present a major planning challenge for a pending retiree. The earlier one would like to retire, the more daunting the challenge of bridging the gap to Medicare eligibility. America has the most expensive health care system in the world. Costs continue to increase far faster than the overall inflation rate. Retirees buying …

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Conquer 3 Critical Early Retirement Challenges by Redefining ‘Retirement’

For the first decade of my adult life I was saving diligently while coasting through life with vague ideas that someday I could retire early. As my wife and I reached our mid 30’s, we paid off our home and saw our investment balances building. We realized early retirement may actually be a possibility. I …

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