Senior DevOps Engineer, Hi Marley
$119-221k
+ equity
3 days a week in office
Communication platform for the insurance industry
Be an early applicant
Communication platform for the insurance industry
101-200 employees
Be an early applicant
$119-221k
+ equity
3 days a week in office
101-200 employees
Company mission
To provide the insurance ecosystem with a comprehensive communication platform.
Role
Who you are
- 6-+ years of DevOps/SRE/Platform Engineering experience
- 2+ years of experience building or operating AI/ML infrastructure (model serving, inference, LLM orchestration, or agentic systems)
- Bachelor’s degree in Computer Science, Engineering, or equivalent experience
- You have built and operated infrastructure for traditional and AI or ML workloads at a SaaS company
- You naturally step up to lead technical conversations, and people across teams seek you out when infrastructure decisions get complicated
- You have deep experience with AWS cloud services (ECS, Lambda, SageMaker, Bedrock, S3, DynamoDB, Redshift, or equivalent)
- You have strong infrastructure-as-code skills with Terraform and understand how to manage state, modules, and multi-environment configurations
- You understand data infrastructure: pipelines, warehousing, ETL/ELT, and how to support analytics at scale
- You think about observability as more than dashboards — you care about data integrity, SLOs, error budgets, and catching silent failures
- You have experience with compliance-sensitive environments and understand why audit trails, access governance, and change management matter
- You are comfortable operating in a fast-moving environment where AI capabilities are evolving rapidly and infrastructure decisions have regulatory implications
- You communicate well with both engineering and non-technical stakeholders
- Track record of leading cross-team technical initiatives and mentoring engineers on infrastructure and operational best practices
- Strong proficiency in at least one programming language (Python, Go, TypeScript, or similar)
- Container orchestration (ECS, EKS)
- Monitoring and observability platforms (Datadog, CloudWatch)
- Data infrastructure (Redshift, or similar data warehousing; Airflow, dbt, Dagster or similar pipeline tools) is a strong plus
- Experience in regulated industries (insurance, financial services, healthcare) is a strong plus
- A genuine curiosity about AI and emerging technologies, paired with the judgment to apply them thoughtfully and responsibly
What the job involves
- We are looking for a Sr. DevOps Engineer II to help us build and scale the infrastructure that powers both our core platform and our rapidly growing agentic AI services
- You will be at the intersection of cloud infrastructure, AI operations, and platform engineering — building the foundation that enables Hi Marley to operate reliably at enterprise scale while deploying autonomous AI agents in regulated insurance workflows
- You'll also be expected to raise the bar for the teams around you — setting infrastructure standards, driving technical decisions in ambiguous situations, and helping less experienced engineers grow their operational instincts
- Design and operate cloud infrastructure on AWS that supports both our core SaaS platform and our agentic AI services, ensuring reliability, scalability, and cost efficiency
- Build and maintain AI/ML infrastructure and monitoring for LLM-powered agentic services
- Establish and enforce infrastructure-as-code standards using Terraform, defining the patterns other engineers follow for environment parity, drift detection, and automated compliance validation
- Implement observability beyond availability — data integrity monitoring, SLO frameworks with error budgets, and automated regression detection for both platform and AI services
- Build deployment automation including pre-deployment verification, migration script validation, and codified rollback procedures to eliminate human-memory dependencies
- Support big data infrastructure: data pipelines, warehousing (Redshift), and analytics tooling that enables reporting, BI, and AI training workflows
- Implement security and compliance controls for AI workloads operating in regulated carrier environments — including audit logging, access governance, and configuration management
- Drive environment parity across all infrastructure with automated drift detection and remediation
- Improve disaster recovery capabilities: documented and rehearsed DR procedures, defined RTO/RPO by service tier, and tested recovery runbooks
- Lead architecture reviews for new services, integrations, and AI agent deployments — partnering with engineering, product, and security to ensure infrastructure decisions are sound before they ship
- Innovate on developer experience: reduce friction in testing environments, CI/CD pipelines, and local development workflows
- Act as a technical anchor for infrastructure decisions across teams — providing clarity when requirements are ambiguous and helping the organization converge on consistent, scalable approaches
Our take
The insurance industry can be notoriously frustrating for policyholders during the claims process, with a reported 40% of people considering a switch of insurers following a claim. This is the outcome that Hi Marley wants to help carriers avoid.
The company uses an AI-enabled communication platform designed to allow insurance carriers and their partners to talk to policyholders in real time via simple text messaging. This ultimately gives carriers more opportunities to satisfy and retain their customers.
Hi Marley has enjoyed rapid growth in recent years, with a quadrupling of its user base. It has also more than doubled the number of carriers using its platform, which now includes the likes of American Family, MetLife, Auto-Owners, Erie, and MAPFRE. Improvements such as the addition of a suite of collaborative tools to its platform seem likely to help it maintain its edge in the market.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
-3% employee growth in 12 months
Company
Funding (last 2 of 5 rounds)
Apr 2023
$12m
SERIES B
Mar 2021
$25m
SERIES B
Total funding: $62.5m
Company benefits
- Full benefits package including parental leave, a matching 401k program, and medical, dental, vision, disability, and life insurance
- Open vacation policy - we all work hard and take time for ourselves when we need it
- Generous stock options - we all get to own a piece of what we’re building
- A fun, lively startup culture
- Core values-based leadership
- A culture of employee engagement, diversity and inclusion
- Ample opportunities to learn and take on new responsibilities in a fast-paced, growth-mode startup
Company HQ
Financial District, Boston, MA
Leadership
Mike Greene
(Co-Founder & CEO)Mike spent 5 years as an Accenture Management Consultant before working as an IBM Associate Partner and co-founding Futurity Group. They worked for Aon for 7 years before co-founding Hi Marley as CEO in June 2017.
Mitesh Suchak
(Co-Founder & Board Member)Mitesh was Managing Partner at Futurity Group before becoming Partner at Aon Inpoint. After 7 years, they left this role to co-found Hi Marley (originally as COO).
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