41 Comments
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Tommy Dixon's avatar

I love how this turned out James. Such a satisfying blend of storytelling and hard data, this is a piece I’ll return to again and again as I navigate my financial journey.

And so good to see you publishing and putting your ideas out there. The world is a better place because of it (:

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James Bailey's avatar

Tommy, thank you again for contributing and pushing me in areas to make it better. I’m going to take in your piece on impermanence next, and I look forward to connecting on Monday.

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Teri Leigh 💜's avatar

I agree. an oddly satisfying blend of story with hard data. What an awesome metaphor and compelling mindset shift.

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Charlie Bleecker's avatar

Such a treat to have a James Bailey piece in my inbox.

My husband is a long-term investor, holding companies for years. I imagine you two might have a similar approach to this whole investing thing. Thanks for breaking it down for us in such a visual way.

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James Bailey's avatar

Aw, Charlie, I appreciate the note - and I'm committed to trying to occupy your inbox more frequently than once a quarter. I'm glad you enjoyed and appreciated the story, and that your inbox is a destination for me. :)

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Charlie Bleecker's avatar

Once a quarter, once a week, once a year... I'll look forward to it regardless!

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Steven Foster's avatar

Gripping as I felt Morgan Housel being put on notice watching you weave narrative with the nominal finding the emotional threads and presenting them perfectly my friend. Well done.

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James Bailey's avatar

I feel like if I reply to your compliment, I will jinx the good fortune of being mentioned in the same sentence as Morgan Housel. I appreciate it, Steven. A well done from you means the world.

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Linart Seprioto's avatar

I've never thought of the investing journey to be similar to a momentous mountain climb. Great insight and storytelling here, James! I'm fairly young and still new to the whole investing thing, but I'm glad I read your piece at my current age. It's one to remember for a long time.

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James Bailey's avatar

Linart, people who are your age and put their savings into diversified funds, and don't touch it for four decades become fabulously wealthy AND they have more meaningful lives because they're not worrying about money along the way :) I apprecaite your reply.

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Linart Seprioto's avatar

It's truly a gift to be able to know this at my age. Always admire the wisdom you share in your pieces, James.

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henri james's avatar

Hey James, I really enjoyed this essay. It left me both entertained and a little bit more informed :) One thought I picked out is that it is like a partnership, as in, not only wanting to be there for the gains.

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James Bailey's avatar

Henri, you're so wise....there's so much truth to what you say. Investors need to love their portfolio on the way down, on the way up, as well as the rest of the time.

It's so great seeing your name in my inbox :) I trust you are doing well.

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Jack Dixon's avatar

My palms were sweating as I read the first half of this post. Such fantastic writing, James. I was not expecting the turn this post took halfway through: you absolutely nailed the simple + surprising essence of a Shiny Dime. Having just finished The Psychology of Money, this post is very timely for me. The metaphor of climbing mountains for navigating the ups and downs of the stock market is apt. Having faith and avoiding panic when things are bad. Not getting greedy when things are going well.

Having 95% of my wealth in the market, I will return to this post to calm my nerves and stay the course when the next dip comes along.

Thanks for writing these beautiful, thoughtful, and insightful posts, James. Your writing is an act of service to your clients, your kids, and everyone who is lucky enough to read your writing.

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James Bailey's avatar

Hi (again) Jack, this is the last message for this morning. I appreciate your reply and am so glad that the first half of the essay had you on edge. I would have liked to make it shorter, but in the end, I decided to keep it a bit long and cite some of the data (that some readers might have skimmed through). And if you think I nailed the Shiny Dime, well, then I'll quit wondering if I could have improved it in some way.

OK, have a GREAT rest of your weekend.

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Dhanesh Neela Mana's avatar

This is a very engaging read. I loved the paralell between climbing and investing.

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James Bailey's avatar

Dhanesh - thank you for taking the time to respond. I just read your essay and loved it. Bravo!

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Karena's avatar

I will absolutely be sharing this essay with family, James. I was a coder at Morgan Stanley in 1989, and we kept re-running a script querying the "latest index price", charting the market's free fall. You offer so many truths here. But fear that this time the market will bottom out stays humanly consistent.

I love the visual of the rope and Hilary being supported by Norgay. What beautiful imagery. Filled with facts and detail that I will return to enjoy again. Thank you.

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James Bailey's avatar

Karena - throughout the 80's in high school and college I worked at brokerage firms and experienced the bewildered brokers standing around in shock on the Black Monday crash. I'm pleased you liked the piece. One thing that I'm discovering is that it's harder for me to write and publish pieces that require research and have lots of data. I think I'm going to stick closer to my insides - my heart and my observations - and try and publish more frequently. :)

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J.T. Murphy's avatar

Breathtaking writing. 😉

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James Bailey's avatar

JT, thank you - that means a lot to me and I sure appreciate it. :)

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John's avatar

Beautifully written piece James

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James Bailey's avatar

Thank you, John. And thanks for taking the time to tell me. This one, like the last one, took a while to weave the story together. I only wish I could have made it shorter. :)

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Loys Hawkins's avatar

Excellent, James! I still remember one of our first conversations about staying the course, and try my best to follow your advice. Thank you!

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James Bailey's avatar

Loys, GREAT to hear from you. If you've done a pretty good job of staying the course, I honor you. It's hard and no investing experience is every perfect! I hope you are doing well.

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Loys Hawkins's avatar

Hi James, always fun to read your substacks! I am well, and I hope the same for you and your family?

We did stay the course, which allowed us to build our aging-in-place home, husband’s retirement, and me take a job that emphasizes fulfillment over money for this final stage of my career. Your advice worked and I appreciate you sharing it!😊

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Joe's avatar

A wonderfully eloquent way of saying “stay the course!” —not that I’ve personally ever needed to hear that message (wink).

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James Bailey's avatar

Joe, I love you pal. You can bring some chocolates and biscuits to our next meeting :)

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Maria Hanley's avatar

Wow! I love how you blend storytelling with financial wisdom…and present it as a relationship. Amazing, truly 👏

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James Bailey's avatar

Thank you Maria - I appreciate it. Getting this piece across the finish line was a battle because weaving the elements together was way harder than I imagined. I wished I could have made it shorter, but in the end that would have taken even longer!

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Maria Hanley's avatar

It works! We can revise our work forever, but at a certain point we must be done in order to move forward.

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Rob Tourtelot's avatar

James, what a fantastic piece. I learned so much about both Hillary and Norgay's climb—I hadn't even heard of Norgay. I love how you made these parallels to the market, with so many lessons I need to hear. This really resonated with me: "We delude ourselves by believing we’ll rope back in when the coast looks clear." I know that one all too well!

Really glad to see you publishing, as this is both great storytelling and crucial wisdom—my favorite kind of reading. Thanks for the great read. I'll look forward to more!

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James Bailey's avatar

Rob, Thanks for reading and responding with what resonated with you. And I appreciate the compliment on storytelling and wisdom. That's my aim - only this time the essay was longer than I would have liked but I needed to publish and move on rather than figure out how to make it shorter.

I've got your Trying to Relate piece queued (UK word :)) up for this weekend.

Back at you soon.

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Rick Lewis's avatar

Your use of story and metaphor to educate about your area of expertise is beautifully navigated James. Your essay also makes it clear how much misunderstanding I have about investing, the fears that operate in the background of my thinking, and the risks I am posing to myself by my way of climbing. I think I need a conversation with you.

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James Bailey's avatar

Rick, Thank you. We need a conversation anyway - just because they are so contributing and nourishing to me. Regarding the fears that operate in the background, you're human and that means that we live with those fears and try to honor them, but not act on them. I will reach out and schedule a conversation. I look forward to it.

And thanks for making it through the entire piece. I'm committed to shortening things up as I move forward!

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Rick Lewis's avatar

The piece wasn't too long.

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James Bailey's avatar

OK, I will let you be right. It is the length that it is, which makes it just as it should be. My pieces tend to be ~1,500 words and Sara Fay once told me that Substack pieces should be around 1,200. I probably have a story in my head about that now. I'll let go of it now thanks to you. :)

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Todd Weir's avatar

Thanks for a great reminder about the patience necessary to make the climb.

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James Bailey's avatar

HI Todd - thank you for taking the time to reply. I'm going to get back to your latest and amazing essay this morning. I was interrupted the other day before I was able to reply.

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