Wealth Signal
Edition · Edition 051 / Transferable to you · Item 04

The Rollins round trip — sell into strength, buy back the dip

Does not transfer

It is worth saying plainly rather than forcing a lesson. LOR sold at $57.50 into an underwritten secondary and bought back at $34.59 thirteen months later because it owns a liquid public stock with a continuous two-way market and a registered distribution channel. You own shares in a private Ontario corporation. There is no partial exit at a quoted price, no re-entry, and no secondary market to time. The only Canadian analogue that does anything useful is far duller: controlling the timing of a capital gain across tax years, and using corporate-class or holdco structures to decide when income is realised rather than at what price.

Similarly, the Bambusa mechanic — buying your own IPO at the offer price to slow dilution — requires an IPO. It does not scale down. The nearest private-company version is simply ensuring any new share issuance to employees or investors is modelled for its effect on your percentage before you sign, not after.

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