Since it is earned for services rendered, one is obligated to pay tax, just like if the company compensates you with e.g. a chicken.
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When the company is sold, someone tells acquirer "Oh you can sure by that corporate entity but my intellectual property will cost you extra"
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This can cause acquirers, who have seen this movie before, to nope nope nope out of the deal.
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This is a problem which can be fixed but the fixes will require you to talk to an attorney and hear some very discomforting things.
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A recurring theme here: there is actually a reason for a lot of the boilerplate around How Companies Do Transactions.
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You have a budget for innovation and a budget for risk in your company. Allocate those budgets carefully.
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There are better places to spend founder brainsweat and spend risk than on the micromechanics of how your company does equity.
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The successful outcome for innovating on known-to-work equity structures is "Great we didn't bankrupt everyone and kill the company."
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It's generally a better idea to innovate on the product, marketing strategy, your approach to sales, hiring, etc you have lots of choices.
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End of conversation
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