We are Bugcrowd. Since 2012, we’ve been empowering organizations to take back control and stay ahead of threat actors by uniting the collective ingenuity and expertise of our customers and trusted alliance of elite hackers, with our patented data and AI-powered Security Knowledge Platform™. Our network of hackers brings diverse expertise to uncover hidden weaknesses, adapting swiftly to evolving threats, even against zero-day exploits. With unmatched scalability and adaptability, our data and AI-driven CrowdMatch™ technology in our platform finds the perfect talent for your unique fight. We aim to create a new era of modern crowdsourced security that outpaces threat actors. Unleash the ingenuity of the hacker community with Bugcrowd, visit www.bugcrowd.com. Based in San Francisco and New Hampshire, Bugcrowd is supported by General Catalyst, Rally Ventures, Costanoa Ventures, and others.
Job Summary
We’re hiring a Senior DevOps Specialist to drive AI-first automation and Infrastructure as Code for our Operations Team. As part of Bugcrowd’s Advanced Services Group (ASG), you will build the automation, tooling and observability that power every corner of Strategy & Operations - Delivery, Service Line Owners, and Customer Journey. Your remit spans process automation, bespoke internal tooling, AI‑driven workflow augmentation and quality‑assurance frameworks. From scoping and triage through reporting, CS, and GTM enablement, you reduce manual toil, raise delivery quality and unlock data‑driven insight.
You’ll work alongside operations teams, offensive security specialists and a Customer Success function to codify infrastructure, embed automation into the engagement lifecycle, and experiment with AI agents and LLMs for intelligent workflow augmentation.
Duties & Responsibilities
Infrastructure & Automation
- Build and maintain IaC-based environments (Terraform, Pulumi) across AWS and multi-cloud targets
- Design automation for engagement orchestration—test environments, researcher provisioning, telemetry, triage
- Own CI/CD pipelines to deliver secure, auditable infrastructure for ephemeral offensive workloads
- Own CI/CD for internal tooling; ensure secure, auditable delivery of automation artefacts.
- Partner with engineering to integrate automation logic into Bugcrowd’s core platform
AI/ML & Workflow Acceleration
- Integrate LLMs and AI agents into repeatable workflows (e.g., recon, scanning, triage, report drafting)
- Prototype and productionise bots that eliminate repetitive analyst tasks; iterate via prompt tuning and feedback loops.
- Help define best practices for secure, transparent AI use in adversarial contexts
- Deliver automation modules that streamline Launch-Manager and CSM workflows—customer onboarding checklists, health-score dashboards, AI-generated QBR summaries.
- Develop GTM enablement tools for service line owners — pricing/scoping calculators, ROI demo scripts, and live CRM integrations that surface upsell signals.
Quality, Observability & Delivery Excellence
- Design and maintain self-service dashboards with real-time alerts—tracking cycle-time, QA pass-rate, error budgets, margin and customer sentiment—so LoB GMs and CSMs can see service-line performance at a glance
- Partner with Data Analyst to surface actionable insights that drive continuous‑improvement sprints.
- Develop automated QA checks to ensure consistency and compliance of engagement outputs.
Cross-functional Impact
- Translate pentest and red team needs into codified logic and reusable automation
- Work closely with Product, Platform, and ASG Ops to drive end-to-end delivery efficiency
- Contribute to playbooks, observability frameworks, and SRE principles where applicable.
- Work with service line Directors to prioritise GTM enablement backlog (pricing calculators, ROI demos).
Education, Experience, Skills, & Abilities
- 5+ years in DevOps, SRE, or Platform Engineering roles
- Proficiency with Infrastructure as Code and CI/CD tools (Terraform, GitHub Actions, Argo, etc.)
- Strong scripting in Python, Go, or similar languages
- Exposure to offensive security, red teaming, or threat emulation practices
- Proven experience integrating or building AI/ML-powered tooling in ops or engineering contexts
- Experience with CRM/RevOps integrations (Salesforce, Gainsight) and automation tooling (Workato) a plus
- Bonus: Familiarity with tools like Caldera, BloodHound, Command and Control servers, redirectors, webservers, mailservers, Pwnboard, or other adversary platforms
Working Conditions
The ideal candidate must be able to complete all physical requirements of the job with or without reasonable accommodation.
Sitting and/or standing - Must be able to remain in a stationary position 50% of the time
Carrying and /or lifting - Must be able to carry / move laptop as needed throughout the work day.
Environment - remote, work-from-home 100% of the time.
ADA Statement
Bugcrowd is committed to the full inclusion of all qualified individuals. In keeping with our commitment, Bugcrowd will take the steps to assure that people with disabilities are provided reasonable accommodations. Accordingly, if reasonable accommodation is required to fully participate in the job application or interview process, to perform the essential functions of the position, and/or to receive all other benefits and privileges of employment, please contact HR at [email protected].
Culture
- At Bugcrowd, we understand that diversity in the workplace is vital to a company’s success and growth. We strive to make sure that people are included and have a sense of being part of making Bugcrowd not only a great product but a great place to work.
- We regularly hear from both customers and researchers that Bugcrowd feels like a family, and we strive to maintain that internally as well.
- Our team consists of a broad range of people: musicians, adventure sports junkies, nature lovers, parents, cereal enthusiasts, night owls, cyclists, artists—you get the point.
At Bugcrowd, we are solving security threats and vulnerabilities that are relevant to everyone, therefore we believe solving these problems takes all kinds of backgrounds. We value the perspectives and experiences people from underrepresented backgrounds bring.
Disclaimer
This position has access to highly confidential, sensitive information relating to the technologies of Bugcrowd. It is essential that the applicant possess the requisite integrity to maintain the information in the strictest confidence.
The company is authorized to obtain background checks for employment purposes under state and federal law. Background checks will be conducted for positions that involve access to confidential or proprietary information (including trade secrets).
Background checks may include Social Security verification, prior employment verification, personal and professional references, educational verification, and criminal history. Applicants with conviction histories will not be excluded from consideration to the extent required by law.
Equal Employment Opportunity:
Bugcrowd is EOE, Disability/Age Employer.
Individuals seeking employment at Bugcrowd are considered without regards to race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, veteran status, gender identity, or sexual orientation.
Apply at: https://www.bugcrowd.com/about/careers/
