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Art Investments

The Art of Saying No

August 23, 2023 5 Mins Read


Investing is the only profession in the world where experience can be just as much of a drawback as a benefit. Every market cycle is different and just because you were able to successfully navigate through one downturn, does not mean you will be able to get through the next. 

The list of formerly great investors who’ve blown up due to overconfidence in their abilities is endless. The latest figure is Carl Icahn, formerly a fierce corporate raider he’s lost somewhere in the region of $9bn shorting equity markets over the past decade and is currently engaged in a fight with the short-seller Hindenburg Research (which has cost him another $10bn plus). 

No investor is immune to the risks of overconfidence, but by looking at what has worked in the market over the past century –  and more importantly what hasn’t – we can improve our long-term odds.

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And there’s one strategy that seems to work better than most: the art of saying no.  

The biggest financial disasters 

Icahn isn’t the only Wall Street titan that’s suffered a fall from grace in the past few years. An even bigger player to have come unstuck is Chase Coleman, who manages the hedge fund, Tiger Global. 

At its peak in 2020, this fund’s assets under management had swelled to a staggering $100bn, as its investments in private tech companies, and public market bets on tech stocks paid off handsomely. However, as tech stocks crashed back to earth in 2022, the fund’s performance followed suit. Assets under management collapsed by more than 50%.

Then there’s the debacle at Silicon Valley Bank. The lender operated a successful business for many years, but unlike most other banks, which tend to invest client deposits in liquid short-term assets, SVB decided to hold long-duration assets that lost value and then became difficult to sell in a hurry when the time came.