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Tech Stack
Tools & technologiesCloudDistributed SystemsGoPythonTypeScript
About the role
Key responsibilities & impact- Own Technical Direction for Deployments
- Lead architecture and technical design for complex, customer-facing systems and integrations.
- Make and communicate clear trade-offs across speed, reliability, and scalability.
- Identify systemic risks and drive improvements across deployments, not just one-off solutions.
- Establish patterns and standards that other engineers can build on.
- Partner deeply with strategic customers to understand their architecture, workflows, and constraints.
- Design, build, and deploy production-grade integrations using Middesk APIs, data pipelines, and AI workflows.
- Own deployments end-to-end: from architecture and implementation to rollout, monitoring, and iteration.
- Solve ambiguous, high-impact problems that don’t yet have established playbooks.
- Build and operate LLM- and agent-based systems in real customer workflows.
- Design and maintain evaluation frameworks (evals) to measure quality, reliability, and correctness of LLM outputs and agent behavior.
- Create test harnesses, metrics, and feedback loops to continuously improve AI-driven systems.
- Feel comfortable running multiple coding agents or automated workflows in parallel, debugging failures, and reasoning about system behavior.
- Act as a tight feedback loop between customers and core product teams.
- Translate deployment learnings into reusable abstractions, internal tooling, and product improvements.
- Influence roadmap priorities by surfacing recurring patterns, technical gaps, and opportunities for leverage.
- Participate in architecture discussions and contribute to org-wide technical decisions.
- Lead through influence, not authority—setting a high standard for engineering quality and pragmatism.
- Guide engineers through design reviews, code reviews, and hands-on collaboration.
- Help define what “great” looks like for Forward Deployed Engineering at Middesk.
Requirements
What you’ll need- 6+ years of experience building and shipping software in production environments.
- Demonstrated experience acting as a technical lead or domain owner for a team or major system.
- Strong proficiency in Python and at least one additional language (TypeScript, Go, etc.).
- Experience designing and operating distributed systems, APIs, and cloud-native infrastructure.
- Comfort operating across the stack: backend systems, integrations, infrastructure, and tooling.
- Strong debugging instincts and an ownership mindset—you care deeply about failure modes, not just happy paths.
- Strong communication skills—able to articulate trade-offs clearly to engineers, product, and non-technical stakeholders.
Benefits
Comp & perks- Offers Equity 📊 Check your resume score for this job Improve your chances of getting an interview by checking your resume score before you apply. Check Resume Score
ATS Keywords
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Hard Skills & Tools
PythonTypeScriptGoAPIsdistributed systemscloud-native infrastructuredata pipelinesAI workflowsdebuggingproduction-grade integrations
Soft Skills
communicationleadershipproblem-solvinginfluencecollaborationownership mindsettrade-off analysisfeedbackdesign reviewcode review