Start with subrogation itself. When your insurer pays a claim that somebody else caused, it inherits your right to go after that party and recover what it paid. That is subrogation, and it happens automatically — you do not have to ask for it.
What the waiver does
A waiver of subrogation is your insurer agreeing, in advance, not to pursue a specific named party even if that party caused the loss. It is added by endorsement, and it is nearly always there because a contract demanded it.
Why anyone asks for one
A general contractor hires a subcontractor and requires a waiver in the sub's favour. Something on the job goes wrong, the sub's carrier pays — and without a waiver, that carrier could turn around and sue the GC to recover. The GC does not want to hire someone whose insurer might sue them, so the contract removes the possibility up front.
Same logic for landlords, property managers, municipalities, and almost any large customer. It is not aggressive; it is a party deciding who carries which risk before the work starts.
What it costs you
You are giving up your insurer's recovery right, so a claim your policy pays stays paid — nobody is reimbursing it. That can affect your loss history, and loss history drives your renewal pricing. It is not free, even when the endorsement itself is cheap.
Carriers price waivers differently. Some include a blanket waiver where required by written contract; some charge for each one; some decline on certain classes.
The mistake to avoid
Like additional insured status, a waiver has to exist as an endorsement on the policy. Typing "waiver of subrogation applies" into the description box of a certificate does not create one. If a contract requires it, get the endorsement and keep a copy — the certificate is evidence, not coverage.
Workers' compensation is its own case
Waivers on workers' comp are common in construction and are usually charged for separately, often as a percentage of the premium for that job. Some states regulate or restrict them. If a client is signing a contract that requires a comp waiver, price it before they sign rather than after.
What to ask the client
"Send me the contract — specifically the insurance article. It will say who needs to be an additional insured, whether they want it primary and non-contributory, and whether a waiver of subrogation is required. I would rather read it now than reverse-engineer it from a certificate request."
Related: Additional insured vs certificate holder · Primary and non-contributory
Educational only — confirm against the actual policy form and endorsements.