How I Made Every Investment Mistake Possible in One Single Trade

What it cost me, what l learned and how you can avoid doing the same

Jason Deane
The Startup
Published in
9 min readJan 23, 2020

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In the days before the internet, this is how we got our trading info (Image by Markus Spiske from Pixabay)

Whilst it may not seem possible in today’s more restricted banking environment, I can assure you this is an entirely true story. Even though some of the actions I took can no longer be executed in this fashion, the psychology and decision-making process that drove those actions is still as relevant today as it ever was.

In short, it doesn’t matter how the actual administrative process compares between now and then, the thinking and emotion behind risky trades can get you in trouble when you first expose yourself to them. So, if you’re new to investing or about to do your first trade, you will find this useful.

However, if you’re an experienced trader, I have no doubt you’ll be facepalming and shouting at the screen repeatedly, exactly like I do when re-reading it.

It was 1995. I was sharing a very nice house with three other lads and we were all earning very nice salaries in local corporate companies. All of those lads, in fact, would go on to be incredibly successful in their fields, including being CEOs of large and very well know companies.

I and one of the others had also been dabbling a little in share dealing…

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Jason Deane
The Startup

I blog on things I am passionate about: Bitcoin, writing, money, life’s crazy turns and being a dad. Lover of learning, family and cheese. (jasondeane@msn.com)