Technical Success Engineer

DataGrail

21h•$80,000 - $100,000•Remote

About The Position

Data privacy has become one of the most strategic challenges facing modern enterprises — sitting at the intersection of AI governance, data operations, and customer trust. As companies adopt AI at scale, they need new ways to automate privacy and manage risk without slowing innovation. DataGrail has launched the first agentic privacy platform, and we're entering a pivotal phase of growth as we scale toward the next stage of the business. As a Technical Success Engineer, you'll serve as the first line of contact for questions coming through our support queue, investigating bugs, escalating when needed, and staying with each issue until it's resolved. You'll partner with Customer Success to ensure successful technical implementation for customers, and keep DataGrail's public documentation up to date. You'll also see firsthand what blocks customers in the product, and you'll partner regularly with Product and Engineering to help shape upcoming features. DataGrail is an AI-first organization, and you'll use tools like Claude and Claude Code every day to work more efficiently, right alongside the rest of the team.

Requirements

Strong technical background from an engineering, technical support, or implementation role.
Familiarity with at least one programming language, ideally Ruby on Rails, with the ability to write scripts to diagnose issues.
Ability to reproduce an issue, gather technical context from a non-technical customer, and dig through logs to paint a complete picture for Engineering.
Strong written communicator, comfortable working directly with customers via email or Zoom, able to translate technical issues into clear guidance for both customers and engineers.
Comfortable being pulled in multiple directions at once, able to multitask and shift between competing high-priority issues throughout the day.
Comfortable operating in ambiguity, asking good questions, and experimenting with new approaches as the support function matures.
An AI-first mindset: you use tools like Claude and Claude Code daily and contribute to the shared AI workflows and processes that help the whole team move faster.
A habit of flagging process or tooling improvements when you spot a recurring problem.

Nice To Haves

Experience with REST APIs and authentication protocols such as SAML and SSO.
Experience with logging and observability tools such as Datadog or Sentry.
Familiarity with AWS or cloud infrastructure basics.
Familiarity with SQL and analytics.

Responsibilities

Serve as DataGrail's tier 1 technical support, resolving requests directly and flagging what needs deeper expertise.
Investigate and reproduce reported bugs, then escalate to Engineering with clear repro steps and context.
Facilitate the back-and-forth between Engineering and the customer, and close the loop once a fix or workaround ships.
Partner with Customer Success to ensure successful technical implementation for customers.
Keep DataGrail's public documentation up to date.
Identify recurring patterns in support tickets to help improve processes and documentation, enabling customers to self-serve enablement and troubleshooting as much as possible, and helping drive down resolution time and key SLAs.
Contribute to DataGrail's AI-first workflows, helping build and improve the shared tools, prompts, and processes that help the team move faster.
Partner closely with Product and Engineering, surfacing what's blocking customers in the product and feeding that insight into upcoming features.