Send your app list before anyone quotes. Support is only as good as the expert's familiarity with what you run. Share the installed apps, the theme (paid, free or custom-built) and any integrations with other systems. An expert who quotes a flat monthly fee without asking is pricing a store they haven't seen.
Get response times in writing, by severity. Checkout or payments failing is not the same as a banner in the wrong place. Agree what counts as urgent and how fast they respond before the first incident, not during it.
On Plus, start from what Shopify already covers. Plus adds phone and email support, and Shopify Support can help with custom code issues it won't take on for other plans. A Plus retainer should pick up what's left, such as third-party apps, paid themes and integrations, rather than pay twice for the same cover.
Check they're current on checkout. None of the old ways of adding code to checkout and its post-purchase pages still work, on any plan. An expert who proposes one is working from an old playbook; the current route is a pixel or an app extension.
Expect them to say when a job isn't theirs. A support retainer is the wrong vehicle for a speed project, a redesign or a full audit. The better experts say so and scope that work separately, instead of spending your monthly hours on it.
Choose agency or freelancer for cover, not prestige. An agency can absorb holidays and sick days; a freelancer means the same person knows your store every time. The 20 experts listed here in September 2026 split evenly: 10 agencies and 10 freelancers.