1/ Talking to many US investors over the years, one thing stands out to me:

Tax planning is probably at the top, if not the #1 consideration when making a new investment or keeping an old one.

This is why so many US investors have a “never sell, hold forever” mentality.
2/ Conversely, consider the position other non Northern American private investors such as HNWs & FOs are in.

In places like Dubai, Singapore, HK, Caribbean islands, Puerto Rico, Malta, Cyprus, Channel Islands, Luxembourg, Switzerland, Estonia, Czech Republic, Malaysia...
3/ ...there are either no capital gains or they are ways to reduce them to extremely low levels,

thus investing becomes a complete and total focus on whether or not an asset should be bought, sold or kept based on many factors, including if a better investment is at hand.
4/ In other words, investing remain a decision making process which takes into consideration many factors impacting your principal at risk, potential returns & the opportunity cost of doing a more attractive deal elsewhere.

Taxes rarely, if ever, come into consideration.
5/ On the other hand, discussing the US investing process it becomes obvious,

some investors know the market conditions are closer to a selling opportunity of a lifetime,

rather than a buying one and yet due to taxes, their hands remain tied.

The 2006/07 is a perfect example.
6/ The counter argument is buy&hold works & there is no reason to ever sell.

We acknowledge that buy&hold has ONLY worked since 1981 due to falling interest rates. However...

Rates have probably bottomed & conditions will change thanks to extreme monetary & fiscal policies.
7/ Consider financial history, instead of just our personal history (i.e. most Wall Street desk traders never ever seen rates rise).

Apart from the period during 1940s & 2010s, rates were above 4% almost regularly.

Average rate since in US history are around 6%.
8/ The Fed & Congress are desperately trying to create inflation.

And throughout history periods of swift inflation spikes almost never benefit stocks, bonds & real estate.

How will investors holding overvalued assets fair, while trying to protect their tax bill? 🤔
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