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Writing has always been my friend. Now uncertain about the direction to take it, I’ve been feeling a little lost. I became aware of this when Alberta discovered my high school yearbook while searching for papers she needed for a book chapter she was preparing.
It had been sixty years since I last opened the white book with “Hewlett High School Class of 1963” imprinted in dark blue across the cover. Slowly turning the pages, I became nostalgic reading the comments friends made alongside their postage stamp pictures. I found myself staring for a long while at the future Frankie Berlin envisioned for me: “Hey Abe, I look forward to seeing you spouting your bombast in the sports section of the New York Times.”
Well, I never quite made it to the Times, but not long after I arrived at college I found a part-time job as a sportswriter for the Skokie News, a suburban newspaper covering a small upscale city northwest of Chicago. Serendipity had shined on me, but I was too young and immature to appreciate it.
The editor liked my first few articles on the high school football team, but I balked when he suggested I attend all the road games and interview at least one player after each game. I didn’t quit outright, but I became an unreliable reporter.
I invented final exams as an excuse for my dalliance, but was fired by a no-nonsense boss. Apparently, the real world was not going to be as forgiving as my parents. Humiliated and enraged, I retaliated by changing my major from journalism to psychology. As my father said during Christmas break, “Stevie, you just may have bitten off your nose to spite your face.”
For each of us, a turning point comes when we must choose one career path and leave or set aside the other. I became a psychologist but never abandoned my writing. In academia, I published furiously and ghostwrote my colleagues’ research reports. But I became alienated from the bureaucratic excesses and interpersonal politics of university life and soon departed.
No longer stultified by the dictates of academic writing, I plunged headlong into magazine freelancing. The highlight of this endeavor was a “promising” rejection of my article, “How to Sabotage Your Affair,” by Penthouse.
Without the structure of a defined job, I took refuge in my family’s real estate business and immersed myself in a new passion—the challenge, math and money promised by the stock market. But whatever future this interest had was waylaid by a series of family crises that included a suicide, a homicide and, soon after, my midlife depression. The illness was debilitating and for twenty years my writing languished.
A little over two years ago, I accompanied Alberta to a writer’s workshop in Aspen. Whether by curiosity or a twinge of competitiveness, I decided to search for personal finance magazines and sites that accepted articles from writers outside their own editorial staff. One popped out at me because of an unusual focus on placing financial issues in the context of personal experience—that was, of course, Humble Dollar. After reading a few articles, I thought I might have a shot.
After Alberta left the next day for an early morning seminar, I planted myself in a coffee shop and began to write an article on the resurgence of interest in the option-income fund, where an investor sacrifices considerable upside potential in return for a monstrous dividend. Later in the day, I submitted the draft to Jonathan who, after a series of edits to which I have become familiar, accepted it.
I was ecstatic and emboldened to follow-up with more pieces. Over the last two years, I have contributed many articles to Humble Dollar, basking in the grit and joy of writing and the acceptance of the community of readers. I confess I was also gratified by having Jonathan’s approval, something I never got from my father.
But there has been a shift. The site now has a special place for traditional domains of personal finance like how to navigate the labyrinths of Social Security and Medicare, as well as education in how to navigate the money landmines of retirement. But I am woefully uninformed about the nuances of many of those domains, fluent only in the basics. Investing for many readers is a means to a coveted end–to lay back hands-free, travel, enjoy the grandkids and prepare for the possibility of a heath catastrophe. But it’s not necessarily a devoted pastime by itself, as it is for me. It’s that 10% of retirement assets in which I give myself permission to roam.
Why am I so stubborn, always trying to force my square peg into a round hole? I feel like the guy who left the party early, a misfit, just like I felt in my family. Are my fellow contributors the brother and sister my parents preferred? I feel like the quarterback flushed out of the pocket. I need to move my MO closer to the investment needs of readers desiring to be educated in how to cope with the often daunting and unexpected financial demands of the senior years.
Apparently, I was not ready to surrender. Out of curiosity, I submitted a manuscript to an online site that educates doctors and dentists in how to invest their prodigious cash flow responsibly without being fleeced by financial advisors. I was a great fit, a shoo-in, or so I thought—a psychologist who worked at a medical school and as a maverick investment advisor for Charles Schwab.
Enthused, I rifled off an article. A positive response would come in three weeks. Of course, spoiled by Jonathan’s whirlwind response time, I figured I would hear in a day or two. Well, it’s been over six weeks and I’ve stopped expectantly scouring my emails.
In the meantime, I have been orienting myself to benefit from areas of personal finance in Humble Dollar outside of mutual funds and ETFs. One article in particular was eerily timely. I came across DrLefty’s thoughtful post on making final arrangements just as Alberta and I were about to depart for purchasing two burial plots about 500 miles from where we live.
Running away from home with $44 was no picnic, and my journalistic adventures were no walk in the park. So good to come back home, fresh and chastised.
Steve… Skokie News, eh? My first sports article was for the Highland Park News. Which Niles school were you covering, North or East? I can understand your unwillingness to cover the road trips — New Trier would have been pretty easy, but the schlep to Waukegan on a cold November night? No way.
I always enjoy your articles, whether the subject is relatable to me or not, because you so completely expose yourself in your writing — virtually nothing is taboo. I will often read a passage of yours and think, wow, that’s brave, I could never talk about that.
Despite your father’s admonition, you definitely dodged a bullet when you were fired and changed professions. I was unceremoniously punted from my journalism career after 19 years by a sour executive producer at a TV station in San Francisco. I had high blood pressure, no retirement savings, no girlfriend and not much of a stomach lining.
What I did have was a good solid idea for a post-journalism consulting career, and I was already incorporated. A claim against the TV station brought me $6000, which was just enough to get me off the ground. Success found me, and now nearly 30 years later I can’t be bothered to retire because I’m still having too much fun and still getting paid for it.
The newsroom honed the writing I use every day, but otherwise the only remnant of that previous career is the occasional nightmare of running through an endless TV station hall at 5:59 PM, unable to find the studio or my script or the score of the Giants game. I don’t think that one requires much psychoanalysis.
Anyway, the bottom line is that the guy who fired me did me a huge favor, and I would say you owe a debt of gratitude to your old boss, too!
Hey Mike,
You made my day! Highland Park, where my girlfriend lived. Unfortunately, her father told me “there was no room for my kind” in his town,” if you know what I mean. My name was part of the deal at the Skokie News, which as you know is a mostly Jewish suburb. I think the editor thought that I would be great marketing for the paper!
You’ve probably figured out I came to the Medill School of Journalism at Northwestern. I had a taste of college life the summer before as part of their scholarship program for high school students who showed unusual aptitude in journalism. Boy, did I have a great time! I only stayed in journalism for part of my freshman year, but, like you, I learned so much about writing. But it was mostly a kind of straight city news orientation I didn’t find creative. I should have gone to Columbia, whose journalism program I think had a broader scope.
I think in the end I would have found a place in journalism, although the effect of the digital
era on print journalism would have been scary.
I’ve fancied myself as a sports columnist who could have written honestly about the role of race, class and sexism in sports. What a specialty that has turned out to be.
But the guy who I really must thank for turning me off about academic psychology was the chair of the psychology department. He got wind of my study demonstrating just how biased the manuscript review process was in favor of the old boys network. He warned me not to publish it. I published it anyway, though not in the journal whose board he was on. I knew it was only a matter of time until I left that unethical place.
Anyway, psychology in California is as you might guess more inclusive and along with private practice and finding HD my personal and professional life has been good. We are very lucky guys but we need to be careful—life has a way of blindsiding us in retirement. Take care, Mike, and thanks for rekindling those old memories. Steve
Thanks, Steve, for the response. I’m quite shocked by that father’s rejection of your heritage, which is also mine. My Highland Park High School graduating class, which holds its 50th reunion tonight (I live near Seattle, so I blew it off) was probably 70% Jewish. My junior high was over 90%. The classrooms on Yom Kippur were probably 3/4 empty. Not sure how you managed to date one of the few shiksas in HP, but that bigoted dad was literally surrounded by Jews in “his town”.
I took a class at Medill when I was a senior in high school, but no way I could afford Northwestern. I got my journalism degree at Oregon. My first day in a TV newsroom I found out it was completely useless. My true education began the first time I sat down in front of a camera with a script in my hand and #7 pancake makeup all over my face.
If you’ve ever read my posts, you know I’m way beyond lucky and fully aware of the blindsiding issue, which hit me at 58. I suppose my unlikely survival is one reason I have trashed my retirement plans — I simply don’t want to retire.
Steve, I was surprised to read that it’s only been two years since you’ve been writing here. Coming to know you through your articles, I imagined you’d been here since I joined the reading and commenting community about four years ago. You’ve had a big impact. For me, reading HD, commenting and receiving replies to my comments has both reassured me that I’m on the right financial path and also helped me through many tough personal moments that were not financially related. Good luck with your new endeavor, but be sure to stay here as well.
Thank you. I’m especially glad some of my articles helped you in ways outside the confines of just finance. I think that’s the part Jonathan encourages and makes HD so special. What you learn about finance radiates to other areas of your life, and vice versa.
Steve, I’ve never failed to wonder how a piece would be received. Initially, I was convinced Jonathan would inform me I was mistaken to think he’d publish the drivel I was trying to pass off as writing. But the readers here are the tolerant and kind, and he’s the kindest.
You writing is energetic, honest and informative. Please stay with it and don’t withhold it from us.
I think Jonathan’s breadth and kindness set the tone for the readers as well. The scope is very large. Like Jonathan says, the diversity virtually guarantees that someone interested in finance with a personal slant will find something helpful.
Steve, you have such a fun way making some difficult topics easy to read, and providing a different view on how to look at a wide variety of things.
I wish I could recall what led me to HumbleDollar, but it has become a daily addiction. Love to read everyone’s thoughts and comments.
Everybody’s so different. I can remember exactly where I was when I was searching for a site and when I could tell Humble Dollar was such a good fit for me. I even remember the article I read that totally blew my mind, a heartfelt piece about how advisors prey on physicians by (I believe) Dr. Lim. I was so engrossed when writing at the coffee shop I failed to see my breakfast had been served hours ago.
I’m flattered that you read my post. 😉
I have always really enjoyed your articles, which have covered a wide range of interesting topics. (For example, we are seriously considering purchasing a rental property—just one, not an empire or anything—and you were the first person I thought of because of your HD articles about your love-hate relationship with landlording.)
I myself am not very conversant with the nuances of investing, but I’m glad that others here are. Adam Grossman’s articles in particular are a weekly clinic.
As a writer and teacher of writers myself, I also resonate with your lifelong love of writing despite pursuing other career paths. I’m the same. I wanted to be a writer when I was a little girl, majored in English/Creative Writing, but I ended up teaching language/writing instead. Nonetheless, like you, I am also a writer—in academia, in sports blogging, and here!
Thanks for your kind words and your witty and playful writing, your sense of duty and your will. I’m especially glad you wrote for two reasons. Several months ago, you commented on my article about my son’s sports betting. Unfortunately, since it was several days after the article first appeared, I missed it before making my final rounds. By that time, I felt too awkward to respond. I’m sorry for that. I also want to say a word about your comments to the people who commented on your article. Your responses to everyone were so warm and thoughtful—probably the most so I’ve ever seen in my two years with Humble Dollar. I’m definitely going to write comments to this person’s articles so I can get one of those thorough and heartfelt responses for myself!
Awwww, thanks! ❤️
Thanks for the post, Steve. One of HumbleDollar’s strengths is its many disparate voices, each drawing on his or her personal experience. Contrary to what you suggest, I don’t expect all contributors to be experts on Medicare, Social Security and other retirement issues — and, arguably, most aren’t. But if folks write candidly about their money adventures — or adventures that have a money angle — there will be much that others can learn. On that score, you’ve been a valued contributor, and I hope you keep posting.
Steve I agree with JC and others. Keep writing.
Steve, I agree with Jonathan’s comment. If I’ve learned anything from reading HumbleDollar, it’s that there is no such thing as “one size fits all”. Each of us has pursued multiple paths to get to the point of reading each other’s articles and forum posts. Some folks just naturally “get it” while others must work through a process.
I also hope you will keep on posting.
Jonathan,
Thanks so much for your understanding and warmth. You have been so supportive of my writing and tolerant of my demons. I carry around much love and appreciation you entered my life.
What Jonathan said- much more articulately than I could ever say it.
Rick,
Thanks so much. I really didn’t know how people would take it and I was a little nervous sending it off.
Steve, I really appreciate your analytical articles and detailed investigations of funds and ETFs. They mirror the kinds of conversations I have over coffee with my older brother, whorls enjoys investigating interesting or novel investments with his “10%”. We discussed JEPI about a year ago and he asked me how I thought it would fit into a retirement income plan. He asked if I thought it was worth an article, but i never got around to it. I’m glad you took it on, especially a year later with more data behind. I look forward to many more interesting and poignant articles.