Sleep Well Portfolio (Apr 2026) - #24 Pick Published, Updates on GRAB, SE, WTC, VEEV
Seven losers out of 12 holdings; Buy order placed for 2 beaten down AI-immuned businesses. 7 months of underperformance.
Sleep Well Portfolio consists of time-tested leaders. We screen them using a rigorous checklist and track their theses regularly to determine when to buy. So far, we have made one mistake, and 23 out of 40 transactions have been profitable. All about us here.
Summary of April 2026
The relentless decline in software stocks has stabilized in April, even as the uncertainties of the Iran War linger.
I did ‘nothing’, avoided following the emotion of the crowd, and instead focused on researching the SWI #24 pick.
Going forward, I see opportunities to add to several businesses (more details later), and I am very close to adding to our two recent picks, #23 and #24. Both irreplacable, AI-accelerated, and trading near historic lows.
Yes, they are still expensive compared to the average business, but in my view, the investment choice I make is akin to buying beachfront properties over ‘well-functioning apartments’. One will be even more undersupplied, while the other will be aplenty.
Read more here SWI #24:
SWI #23:
Of course, the challenge is that my bullish views will make me look wrong. The last time the market suffered a prolonged decline was the Ukraine war, which started around February 2022 and lasted a year and a half for some of our businesses. But then their stock also rebounded spectacularly between mid 2023 and mid 2025.
To me, these are mini market cycles, a feature of long-term investing, not a bug.
I can’t time them. So my strategy is always to aim for 2037 (when my daughters will have full control of the Sleep Well Portfolio). Focus on leaving out savings consistently, and own more winners - ‘winner keeps winning’. In 11 years, as beachfront properties become even more undersupplied, I will have more shares of them.
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