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Who signs an engagement letter first?

The service provider signs an engagement letter first. The firm or freelancer prepares the letter, signs it, and sends it; the client countersigns to accept, and the agreement forms at that second signature.

So the same party writes, gives, and sends it: the one providing the services. That ordering is not etiquette, it is contract mechanics. The signed letter you send is the offer; the countersignature is the acceptance.

Renewal is good hygiene rather than law. Accountants typically re-issue engagement letters every year, and any provider should re-paper when scope or fees change. An engagement letter describing last year's deal protects nobody. Date both signatures, and keep the countersigned copy where you can find it.

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