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The Investing Life

MY PARENTS WERE financially comfortable but not rich. Some of their friends, though, were rich. The men always seemed to die before their wives, resulting in a few wealthy widows in my parents’ social circle.

I recall glancing at the annual report of a company for which my dad had done some work. One of the widows was listed as a board member and her occupation was stated as “investor.” I asked my dad what that meant and he replied that it meant she had enough money that simply managing it was a part-time job.

Through my working career, that intriguing idea stuck in my mind. I think I was forming an unconscious goal that, in retirement, I’d actually have a new job—as an “investor.” I’m retired now, and our net worth doesn’t come close to that of those wealthy widows I remember, and yet managing our financial affairs really does amount to a part-time job.

We have investment accounts at Vanguard Group and Charles Schwab, including taxable accounts, Roth IRAs and a SIMPLE IRA from my working days. We also have accounts at Chase, our brick-and-mortar bank, as well as a handful of savings accounts and no-penalty certificates of deposit at various online banks.

My wife and I each have a health savings account, with linked brokerage accounts at TD Ameritrade. Recently, we each opened a TreasuryDirect account and made our first Series I savings bond purchases. There’s an old Lincoln Financial variable annuity from back when I didn’t know any better. There’s also a modest trust from my long-deceased grandmother that still requires some attention and oversight.

In addition, my old law-firm partner and I own a piece of investment real estate, which has always been complicated but which we hope we can finally sell in our lifetimes. On top of all that, I help my wife with her duties as executor of her dad’s estate, which consists of some rental properties in south Texas.

My daily routine: After walking the dogs and working out, I grab some coffee, sit down at the computer and dive in. Am I now an “investor”? Not even close to the widows from my youth, but maybe “pee-wee grade.” Is it a dream come true? Not really. My main goal is to start simplifying all of this. But in the meantime, it sure beats working for a living.

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Roboticus Aquarius
4 years ago

I consolidated all our past 401k accounts and IRAs at multiple institutions under the Fidelity umbrella about 8 years ago. It’s so much easier to track our financials now. That was step one in simplification.

I expect to take step 2 about the time we retire, and that will involve simplifying our portfolios into 3(4) fund portfolios. The 4th fund is a stable value fund in my current employer, which will replace some of the Total Bond fund. If I pass, I want the remainder of our investments to be as simple as possible for my wife and heirs.

Andrew Forsythe
4 years ago

I share the goal of making things simple for my wife and kids. An obstacle is the tax hit from selling assets with unrealized capital gains.

K Lacey
4 years ago

Good article and it stimulates thinking about how we all approach this topic. I never did save enough to let dividends pay my way in retirement. I can remember when CDs paid nice interest, but that joy is long gone. And just investing, no matter how well I did it, would not cover my monthly expenses. Quitting work at a young age also did not help me get set up, so that I now trade some options to make up the shortfalls each month. It is a real job, maybe 2 or 3 hours a day, and most of that time is spent reading and researching. Works well for me.

Andrew Forsythe
4 years ago
Reply to  K Lacey

Thanks for your comments. And you’ve figured out an interesting way to supplement your retirement income.