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Manage Your Portfolio Like a Professional Investor

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What does a professional portfolio manager have in common with an every day do-it-yourself investor? They should have a lot in common according to David Stein.

Money For the Rest Of Us Book

Stein was a professional portfolio manager who managed billions of dollars for individual and institutional investors. In his mid-forties, he realized that wasn’t what he wanted to do with the rest of his life. So he quit.

David and I had a chance lunch meeting a little over a year ago after we got split up from a larger group at a conference.

We hit it off discussing our shared experiences of retiring early from our original careers, moving from rust belt cities to the mountain west and struggling with our transitions.

It was ironic that we met at FinCon, a conference where financial content producers go to promote their work. Yet we spent an hour talking about everything but money or our projects.

After meeting David, I started listening to his podcast and learned he was writing a book about investing, which will be released later this week. I asked David for an advance copy with the offer to share it if I felt it would add value for our audience.

The book provides ten questions you should be able to answer to effectively manage your own investment portfolio. It challenged me to think about investing at a deeper level and it left me with a few more questions which David graciously answered to help us all become better investors.

Read to the end for a chance to win a copy of the book.

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How Does Home Ownership Fit Into An Investment Portfolio and Financial Plan?

Is House Investment

A great framework for developing positions and hypotheses is what Stanford professor Paul Saffo describes as strong opinions, weakly held. Using this approach, my ideas on home ownership have evolved over the years. Like most Americans, I … [Continue reading]

Summer Travels and Travails

Lone Pine

Ever since I started writing about retirement 8 years ago, I've stressed the importance of being active while you can, to minimize regret. Don’t defer your dreams. Case in point: I had hoped to spend this past summer trekking in the western … [Continue reading]

September 2019 Best of the Web

We have a collection of great articles and exciting blog news to share this month. There is a lot of angst about market bubbles and pending recessions, so we kick things off there. We also share some great resources for those grappling with … [Continue reading]

The Stages of Financial Independence

Approaching summit

I started reading this blog about five years ago, when I was literally asking myself the question "Can I Retire Yet?". I desperately wanted to escape a career that dominated my time and left me feeling burnt out. Reading this and other blogs was … [Continue reading]

Making the Transition From Spender to Saver to Achieve Financial Freedom

Today, I have an interview with Rob Berger of Retire Before Mom & Dad. I’ve gotten to know Rob through the blogging world over the past couple years. You may be familiar with Doughroller, the popular blog and podcast he started. He is now also … [Continue reading]

Because You Never Know

D&E

I spent the last week in Washington D.C. at FinCon, a conference for those who create digital content in the personal finance space. After long days, late nights, too much noise, and traveling cross country, I planned to take a week off from posting … [Continue reading]

Preparing for the Next Recession

downward arrow

A recession is coming. As long as the economy moves in cycles, a recession will always be coming. Right now there is more talk about a downturn than usual. You can't pick up a newspaper or click on a financial site without finding some discussion of … [Continue reading]

August 2019 Best of the Web

Each month we share the best resources we've found to help you save more, invest better, and retire sooner. Popular topics are building wealth, DIY investing, creating retirement income, managing risk, and limiting your tax burden to enable you … [Continue reading]

Playing Offense in Retirement

In a comment responding to my recent post about making better decisions in the face of uncertainty, a reader wrote: “Life is inherently risky. To try and compensate for every contingency is irrational. We can “what if” ourselves right into a straight … [Continue reading]

Paying It Forward — An Early Retiree Case Study

Mark Trautman

In our April Best of the Web post, I shared an interview with an early retiree who was a long time reader of Can I Retire Yet?. It was the most clicked on selection that month. This showed me the desire of those figuring out their own transition to … [Continue reading]

How Much Umbrella Insurance Do You Need?

penguin holding umbrella

What does umbrella insurance cover, exactly? Do you really need it? And, if so, how much? I recently reviewed our umbrella insurance policy. I've carried it for years, but without really digging into the details of the coverage. It was recommended to … [Continue reading]

July 2019 Best of the Web

Each month we share the best resources we've found to help you save more, invest better, and retire sooner. Popular topics are building wealth, DIY investing, creating retirement income, managing risk, and limiting your tax burden to enable you … [Continue reading]

Going Back to Work

Going Back to Work

Can I Retire Yet? It’s a profound question that many of us struggle with. After saving and planning for years or even decades, there is no easy answer. Many people stay in jobs and careers they are not passionate about and save more money … [Continue reading]

Using Rental Properties to Create Retirement Income

real estate retirement income

A few months ago, I crossed paths with real estate investor G. Brian Davis who asked if he could write a guest post for Can I Retire Yet? Using rental real estate to create retirement income is a topic of interest for many readers, and a topic Darrow … [Continue reading]

Building Your Retirement Getaway Home on the Cheap

wood cabin

Who doesn't dream of having their own little getaway home? Maybe it's a condo in a favorite city. Or a timeshare at a beach or ski resort. Or a cabin in the mountains. Owning a second home has long been a perk of the affluent. With rising standards … [Continue reading]

June 2019 Best of the Web

Each month we share the best resources we've found to help you save more, invest better, and retire sooner. Popular topics are building wealth, DIY investing, creating retirement income, managing risk, and limiting your tax burden to enable you to … [Continue reading]

Helping Aging Parents With Their Money

Many of us will have to care for aging parents at some point in time. For some, that will mean managing your parent's finances as they deal with dementia or Alzheimer’s disease. For others, it may mean helping support your parents financially or … [Continue reading]

3 Reasons a Child Can Help You Retire Sooner (And 1 Big Reason Why You Shouldn’t)

Are raising a family and saving for early retirement compatible? Raising children costs money. There is no disputing it. A common narrative says having kids makes achieving a secure retirement difficult. And early retirement is a pipe dream for … [Continue reading]

My Biggest Retirement Fear

money bomb with burning fuse

Last November was a bad month for us. My wife went in for major dental work. We broke an expensive iPhone. My Forester needed two new engine seals. Altogether, the bills amounted to thousands of dollars. So much for our frugal retirement budget that … [Continue reading]

May 2019 Best of the Web

Each month we share the best resources we've found to help you save more, invest better, and retire sooner. Popular topics are building wealth, DIY investing, creating retirement income, managing risk, and limiting your tax burden to enable you to … [Continue reading]