Senior Director of Platform Engineering & Reliability, Shopmonkey
$200-260k
+ Bonus + Equity
2-3 days a week in office
All-in-one auto shop management software
Be an early applicant
All-in-one auto shop management software
201-500 employees
Be an early applicant
$200-260k
+ Bonus + Equity
2-3 days a week in office
201-500 employees
Company mission
To modernize the auto repair industry - while giving back to our community.
Role
Who you are
- 10+ years in infrastructure, platform engineering, SRE, or DevOps — with at least 4–5 years in a senior leadership role (Director or VP level)
- Proven experience owning production reliability at a SaaS company with significant scale and uptime requirements
- Demonstrated track record in building and evolving DevOps/platform engineering organizations from the ground up or through significant transformation
- Experience leading cloud-native infrastructure on GCP, AWS, or Azure — with deep familiarity with Kubernetes, container orchestration, and managed cloud services
- Prior ownership of security and compliance programs (SOC 2, ISO 27001, or similar); able to fluently translate security requirements into engineering work
- Experience in companies ranging from growth-stage to mid-scale SaaS ($50M–$500M ARR range), where you've had to build structure while maintaining velocity
- Strong working knowledge of modern observability stacks (OpenTelemetry, Prometheus, Grafana, Datadog, or equivalent)
- Fluency in infrastructure-as-code tooling (Terraform, Pulumi, or equivalent)
- Solid understanding of CI/CD architectures, deployment strategies (canary, blue/green, progressive rollout), and release engineering
- Comfortable reviewing architectural decisions at the system design level and contributing to technical roadmaps alongside principal engineers
- Familiarity with data infrastructure considerations (managed databases at scale, streaming platforms like NATS/Kafka, ClickHouse-style OLAP)
- Exceptional communicator who can contextualize technical risk and infrastructure investment in business terms for a C-suite audience
- Track record of building inclusive, remote-first teams with strong async communication habits and high accountability
- Able to operate in ambiguity — defining the problem, structuring the org, and making progress before the perfect playbook exists
- Sound business judgment: able to sequence investments, make trade-offs between speed and stability, and push back when priorities don't make sense
What the job involves
- We're looking for a Senior Director of Platform Engineering & Reliability to own the reliability, scalability, security, and operational excellence of Shopmonkey's platform
- This is a senior leadership role sitting at the intersection of engineering and infrastructure — responsible for the teams and practices that keep our product running at the highest levels of performance and trust
- This is not a title for someone who manages from a distance
- You will be deeply embedded in the technical and organizational fabric of the company
- You'll bring strong opinions about how infrastructure should be built, how incidents should be managed, how security posture should evolve, and how DevOps culture creates faster, safer product delivery
- You'll own multi-year roadmaps, manage and grow a team of strong individual contributors, and partner closely with Product, Engineering, and Security to translate business priorities into operational reality
- Define and enforce SLOs, SLAs, and error budgets across Shopmonkey's production systems
- Lead incident management end-to-end: on-call frameworks, blameless postmortems, and systemic remediation
- Drive observability maturity — OpenTelemetry, Prometheus, and the dashboards and alerts that give every team a clear signal
- Ensure 99.9%+ availability for a platform processing critical business operations for thousands of shops
- Own Shopmonkey's GCP-based cloud infrastructure: provisioning, scaling, cost optimization, and architectural evolution
- Lead the internal platform team that builds developer tooling, CI/CD pipelines, and deployment infrastructure that accelerates every engineering squad
- Champion infrastructure-as-code practices, making our environments reproducible, auditable, and fast to provision
- Partner with senior engineers on scalability decisions as we grow our customer base and data volumes
- Own the engineering infrastructure and software budget as well as vendor relationships
- Own the technical security posture of the platform: vulnerability management, secrets management, network security, and hardening
- Lead compliance programs and certifications relevant to Shopmonkey's enterprise customers and growth trajectory (SOC 2 Type II, and beyond)
- Build a culture of security that is embedded into the development lifecycle — not bolted on at the end
- Treat compliance not as a checkbox but as a multi-pillar investment that compounds trust with customers over time
- Evangelize and operationalize DevOps principles across engineering: CI/CD, feature flags, progressive deployment, automated testing infrastructure
- Drive down time-to-deploy, mean time to recovery (MTTR), and toil across the org
- Partner with engineering leadership to ensure platform investments directly accelerate squad velocity
- Build, retain, and grow a high-performing team spanning DevOps, SRE, Platform Engineering, and Infrastructure
- Define org structure, hiring plans, and career ladders for TechOps disciplines
- Develop managers and senior ICs; establish a culture of ownership, psychological safety, and continuous learning
- Lead with a servant-leadership mindset — remove blockers, amplify great work, and hold the bar high
Our take
The automotive repair industry traditionally requires a lot of paperwork associated with business management, vehicle certificates and other services. These elements are generally managed independently, and the mass of paperwork can become chaotic and difficult to manage.
Shopmonkey provides cloud-based management software specifically designed for auto repair shops. The software consolidates appointment scheduling, inventory and finances into a single digital platform. The aim of this service is to help streamline auto repair workflows and help speed up business growth.
Shopmonkey is trusted by over 3,500 shops, and is beginning to scale to personalize its services for bicycle, motorcycle and marine shops. The startup has recently formed a partnership with Affirm, allowing repair shops to offer flexible pay-over-time options and making it easier for customers to manage the cost of maintenance and repairs.
Steph
Company Specialist at Welcome to the Jungle
Insights
-13% employee growth in 12 months
Company
Funding (last 2 of 3 rounds)
Jul 2021
$75m
SERIES C
Aug 2020
$25m
SERIES B
Total funding: $110m
Company benefits
- Flexible Scheduling: We promote work/life balance and flexible scheduling.
- Health, Dental, Vision & Wellness: You'll have access to premium health coverage and what you need to lead a healthy lifestyle.
- Compensation: Competitive pay and localized benefits
- Time Off: Enjoy paid holidays and flexible time to vacation, rest, and be refreshed.
- Career Growth: Work on cutting-edge technology to develop & grow your career.
- Community: Social and charity events, regional team building & meetups, happy hours & more.
Company HQ
Morgan Hill, CA
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