Subject: Re: Strategy - covered calls in retirement
The hypothesis is that this strategy allows me to own more shares over that 15 years.

Isn't it easier and simpler to do the other strategy, buying deep ITM calls with far out expiration when BRK is cheap as measured by low price-to-book? Funded by selling BRK.B stock and buying the same amount of calls. Sell when/if the price-to-book gets high. You effectively get 1.5X leverage on the BRK.B shares.