Senior SRE

The Role

We're building the financial data platform at Accelerant - the premium, claims, and paid data products that underpin financial processing, reserving analysis, and the monthly close - and it needs to stay fast, resilient, and observable as we scale. You'll drive the reliability and observability strategy across the platform and the enterprise systems it depends on: Velocity, MuleSoft, D365, Snowflake, Fabric, and the streaming and integration layers that move data through it. You are a key decider about what gets measured, how we define reliability, and where engineering needs to invest to keep production healthy.

We need someone who can prove a repeatable, define-to-alert observability pipeline, harden it, and scale it into systems that have never had real SLOs - and build modern, AI-assisted operational tooling that lets a small team punch far above its weight.

This Is a High-Autonomy, High-Impact Role for Someone Who:

• Sees a recurring alert or a fragile deploy path and cannot leave it alone. Excels at shipping the right fix and the right automation, not the perfect one.

• Has run real production systems at scale - not just written runbooks for them.

• Has built with Datadog, OpenTelemetry, incident tooling, and AI coding assistants long enough to have strong opinions about what fits our needs.

• Can prototype an operational agent in Cursor and iterate as they go.

• Operates with autonomy, and can carry a technical discussion on system architecture, failure modes, and tradeoffs.

• Is genuinely curious about applying emerging AI to reliability and operations.

What You'll Do

Drive the reliability and observability initiative

• Own the reliability roadmap end to end. Prove a repeatable define → emit → ingest → dashboard → alert metric pipeline, set SLOs and error budgets, prioritize the work, and drive execution. You'll partner with engineering on what we monitor, how, and when - indexing on user impact over low-level infrastructure.

Harden the foundational platform

• Take the financial data platform from functional to enterprise-grade, with a focus on availability, performance, and recoverability. Strengthen deployment paths, straight-through processing, and failover so the monthly close runs faster and cleaner as legacy hops are retired.

Expand observability breadth and depth

• Extend instrumentation across the six target systems - Velocity, Red Panda, MuleSoft, Snowflake, Fabric, and AWS (with D365 ledger to follow) - proving both push (OpenTelemetry) and pull (agent) ingestion. Cover service health (latency, error rates, throughput) and business KPIs (match rate, reconciliation completeness, settlement correctness and latency).

Implement a scalable incident and review process

• Build the on-call, alerting, and blameless postmortem process that keeps reliability high as systems and the team grow. Route alerts Datadog → Incident.io with ServiceNow as the system of record, and set severity standards, escalation norms, and follow-up tracking that actually closes the loop.

Scale automation, auditability, and reduce toil

• Build the tooling that automates routine operations, self-heals common failures, and surfaces signal over noise. Establish data lineage and retention, and validate reliability at scale - 5,000+ transactions before go-live - through auto-remediation, capacity planning, and actionable dashboards.

Build specialized SRE agents using Cursor AI

• Design and ship AI agents for incident triage, log analysis, and root-cause investigation (to name a few). Use Cursor as your build environment. Treat the agents as products solving specific problems.

Host SRE agents on the AI fabric

• Partner with the AI platform team to deploy your agents on the org's AI fabric. Make them discoverable, governed, and reusable across functions.

What You'll Bring

Must-Haves

• Proven experience designing, operating, and scaling reliable production systems.

• Deep hands-on expertise with modern observability tooling - Datadog, Prometheus/Grafana, and OpenTelemetry - including both push and pull ingestion patterns.

• Strong background defining SLIs, SLOs, and error budgets - and translating them into business-level KPIs, not just infrastructure metrics.

• Experience operating data platforms (Snowflake, Fabric) and enterprise integration layers (MuleSoft) alongside enterprise SaaS such as D365 (F&O and/or Power Apps).

• Hands-on incident management experience with tools like Incident.io and ServiceNow, and a track record of running effective on-call and postmortem practices.

• Hands-on experience building with LLMs and AI coding assistants - Cursor in particular. Bonus if you've built and deployed agents.

• Ability to define reliability strategy, reliability targets, and operational metrics - and defend them to engineering leadership and the business.

• Strong communication skills - you can explain a root cause to a junior engineer and a reliability risk to a product lead.

• Demonstrated bias for action and ability to operate autonomously in ambiguous, fast-changing environments.

Nice-to-Haves

• Experience in insurance, fintech, or other regulated financial services industries.

• Familiarity with insurance and finance concepts (premium, claims, settlement, reserving, monthly close) or willingness to learn them deeply.

• Experience with streaming and event pipelines (Red Panda / Kafka) and data lineage, retention, and auditability requirements.

• Strong working knowledge of chaos engineering, performance and load testing, and capacity planning.

• Experience deploying AI agents on an internal AI platform or fabric (governance, eval harnesses, prompt/version management).