Customer Support Specialist II
About Upshop:
Upshop is hiring a Customer Support Specialist II (CSS II) to own our most complex customer issues, including the ones for which we don’t have a playbook yet. As the primary escalation point from Level 1 support, you will dig into production problems across Upshop's fresh retail platform and its integrations and find what went wrong: configuration, data, integrations, in-store environment, or application bugs. You will fix what support can fix, and when you cannot, you will hand engineering a clear write-up with the evidence, so they are not starting from zero.
The work crosses systems. You will check tenant and license settings, query Cosmos/Mongo and SQL Server, review feature flags, follow logs and traces in Datadog. You will not ship features full time, but you should be able to follow code, data, and logs far enough to prove the cause. You will use AI tools every day, customer data, and you will help mentor the CSS I team. The goal is fewer bounce-backs, faster answers on tough issues, and engineering partners who trust what you send them.