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>Some systems won't deliver without a certificate issued by a public CA. And some systems won't accept an LE cert but require something called OV(organizational validation).

Which systems are these? Are they public email providers? Are they enterprises?

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Enterprises. Porsche.com corporate email for example won't deliver without an OV.

So once you're in the business of providing any kind of general email service you eventually have to deal with it.

Edit: Porsche corporate

Volkswagen has similar policies regarding partners and vendors. If you want into that ecosystem they require that you setup specific mail routing policies and mutually authenticated CAs to exchange email.

I wonder how many side gmail accounts their employees have to use

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