Sr. Staff Site Reliability Engineer

As a Sr. Staff SRE at Obsidian, you will define and drive the company-wide reliability vision for a complex, multi-tenant SaaS platform serving enterprise and financial customers. You will operate as a strategic partner to DevOps and Platform Engineering leadership, shaping a unified reliability strategy that scales across the organization.

Your core mandate: ensure Obsidian detects, diagnoses, and communicates system issues before customers are impacted—consistently and predictably.

This is a hands-on technical role that involves architecting and leading the implementation of systems that handle real-world complexity, including upstream SaaS dependencies, sparse and noisy signals, and mission-critical enterprise workloads.

Key Responsibilities

• Reliability Strategy & Architecture - Define and lead long-term reliability strategy across services. Establish end-to-end system visibility frameworks and guide architecture for observability, detection, and resilience.
• Cross-Org Leadership - Partner across teams to embed reliability, standardize SLI/SLOs, and serve as a technical escalation expert.
• Detection & Observability - Build intelligent detection systems (anomaly detection, connector health models) and enable self-service observability.
• Incident Management - Define and evolve a tiered incident communication strategy, improve response practices, and lead postmortems to strengthen reliability and customer trust.
• Execution - Contribute hands-on to system design, monitoring, and debugging across distributed systems and data pipelines.

Required Qualifications

• 5+ years in SRE, Production Engineering, or related roles
• 3+ years operating at a senior or technical leadership level (Staff or equivalent scope)
• Deep expertise in:
• AWS and/or GCP
• Kubernetes and Helm
• Observability stacks (Prometheus, Grafana, or equivalent)
• CI/CD systems (GitLab CI/CD, ArgoCD, etc.)
• Proven experience designing and scaling reliability systems for multi-tenant SaaS platforms
• Strong debugging and systems thinking across distributed microservices and legacy systems
• Demonstrated ability to lead initiatives that improve incident detection, response, and system resilience
• Hands-on engineering approach with a track record of building—not just configuring—reliability systems

Preferred Qualifications

• Experience in B2B SaaS serving enterprise or financial customers
• Familiarity with third-party SaaS connector architectures and ingestion patterns
• Experience building anomaly detection or intelligent alerting systems
• Experience designing customer-facing status pages and incident communication frameworks

Why This Role

• Drive org-wide reliability strategy
• Own and build new detection & observability systems
• Tackle complex distributed systems challenges
• Safeguard critical infrastructure for financial customers

What Success Looks Like

• Issues caught and resolved before customer impact
• Reliability is measurable and continuously improving
• Teams self-serve observability with scalable tools
• Clear, proactive incident communication builds trust
• Reliability becomes a competitive advantage

Principal Product Security Engineer

Position Overview

We’re looking for a Principal Product Security Engineer to lead and scale Obsidian’s product security program across our SaaS product, cloud infrastructure, CI/CD pipelines, and related services. This is a senior, highly technical role for someone who can combine deep security engineering expertise with strong ownership, judgment, and cross-functional leadership.

You’ll partner closely with Engineering, Product, GRC, IT, DevOps, SRE, and Platform teams to embed security throughout the SDLC, strengthen cloud and infrastructure security, mature threat modeling and secure design practices, and drive automation across detection, response, vulnerability management, and security testing.

This role reports to the Head of Security and is ideal for a seasoned product security leader who thrives in a fast-moving, high-growth cybersecurity startup and wants to make a meaningful impact on the security of our product, customers, and organization.

Key Responsibilities

• Lead and evolve Obsidian’s product security program, including standards, runbooks, technical documentation, and operational practices.
• Provide technical leadership, mentorship, and secure design guidance to security and engineering teams.
• Drive security architecture reviews, threat modeling, secure coding practices, and scalable security design reviews.
• Integrate security deeply into the SDLC through code review, SAST/DAST, fuzzing, SBOMs, dependency scanning, and CI/CD security controls.
• Partner with infrastructure teams to harden AWS, GCP, Kubernetes, GitLab, Terraform, data pipelines, secrets management, and service-to-service access controls.
• Improve security automation, monitoring, metrics, dashboards, and reporting.
• Lead technical response for product security incidents, vulnerability remediation, penetration testing, and red team findings.
• Support customer and prospect security reviews as a senior technical security expert.

What We’re Looking For

• 10+ years of product security and/or engineering experience in cloud-native environments, ideally in cybersecurity, financial services, or another high-security industry.
• Strong software engineering skills, especially in Python.
• Hands-on expertise with Terraform, Kubernetes, AWS, GCP, GitLab, security automation, and security metrics.
• Deep knowledge across application security, cloud security, detection and response, vulnerability management, and secure SDLC practices.
• Experience partnering with engineering, product, IT, GRC, and external stakeholders during security reviews and incidents.
• Strong communication skills with the ability to influence, educate, and raise security maturity across the company.
• A mission-driven, ownership-oriented mindset and the ability to thrive in a dynamic startup environment.

What We Offer

• A team-first, low-ego, mission-focused culture.
• High-impact work shaping the security of Obsidian’s product and platform.
• Professional development opportunities and annual conference budget.
• Competitive salary, equity, and health benefits.
• Opportunities to publish research, share non-proprietary code, and present at conferences.
• The chance to join a fast-growing company backed by Greylock Partners, Google Ventures, Menlo Ventures, WingVC, and Norwest Venture Partners.

About the Team:

We’re looking for a hardworking, focused and driven Enterprise Account Executive to channel energy, passion and initiative into new logo acquisition. You'll be responsible for developing and executing against a comprehensive account/territory plan whilst working collaboratively with our internal and external resources.

About the Role:

• Proactively, identify, qualify and close sales pipeline across your territory and accounts
• Close business to meet and exceed monthly, quarterly and annual business targets
• Demonstrate an extensive understanding of the Obsidian Security offering and our value to our customers
• Align with our partners and alliances to optimize opportunities
• Partner with internal resources across Sales Engineering, Customer Success and Professional Services
• Demonstrate accurate pipeline forecasting and management
• Actively participate in our sales enablement training
• The compensation range is 320-340k OTE. 

About You:

• 5+ years of enterprise sales experience
• Working knowledge of sales concepts, methods and techniques
• Experience evangelizing new technology into F1000 accounts.
• Able to maintain and manage existing client relationships and accounts.
• Able to utilize existing client and/or C-Level relationships, as well as build new relationships across IT Security as well as other lines of business.
• Self Starter that creates and maintains a sales pipeline by capturing accurate and complete information in selected CRM databases including activity, closing, project forecast, close ratios and market intelligence.
• Strong ability to understand a customer's business issues and needs and be able to articulate and map back value to a solution.
• Strong prospecting skills, deal qualification, and POV management skills, leading to acquisition of new business.
• Team player with the ability to collaborate well with internal stakeholders or partners to drive opportunities to closure.
• Need to maintain and keep up with market trends, competitor analysis, and market conditions which may impact customers.
• Able to learn quickly and ramp to be able to effectively articulate and differentiate the value of our product to prospective clients.

The Opportunity

We are hiring a Senior Partner Product Marketing Manager to lead how Obsidian goes to market through and with our partner ecosystem.

This role owns partner-facing messaging, enablement, and go-to-market support across key partner types. You will translate Obsidian’s SaaS and AI security platform into clear, compelling use cases that resonate with channel, technology, and services partners. You will work closely with the partner organization and cross-functional teams to make sure our most important external relationships are supported with strong positioning, useful content, and coordinated execution.

This is a senior individual contributor role for someone who can think strategically, move quickly, and help shape how we scale partner marketing at Obsidian.

Key Responsibilities

• Own partner facing messaging and enablement assets across partner types
• Develop content that helps partners sell including solution briefs, pitch decks, compete, objection handling guides, and co-branded campaign materials
• Build messaging and content for strategic partners that clearly explain Obsidian’s value and how we fit alongside their offerings
• Serve as a subject matter expert in partner and field conversations, representing Obsidian's security platform with clarity and conviction
• Build co-marketing programs with strategic partners that drive measurable pipeline contribution and deal acceleration
• Partner closely with channel account managers and the broader field team to understand where partners need more confidence and build materials that close the gap
• Work with sales, product, and revenue marketing teams to ensure partner initiatives are aligned with Obsidian’s overall go-to-market motion
• Help support major partner launches, campaigns, and field moments with the right messaging, content, and execution support

About You

• Experienced in partner and channel marketing. You bring 8+ years of experience working with cybersecurity partners and have a track record of building programs and content that support growth
• A sharp, practical writer. You translate complex platform capabilities into crisp content that partners can pick up and use
• Fluent in the cybersecurity buyer. You understand how security leaders evaluate and buy, and you know how to help partners have that conversation on Obsidian's behalf
• Strategic but hands-on. You can see the big picture, but you are also comfortable writing, building, and shipping the work
• Collaborative by default. You work well across sales, product marketing, demand gen, and external partners and you know how to align people without owning all the decisions

Why Obsidian

Join a company leading the next frontier of SaaS and AI security through AI-driven defense and behavioral intelligence. You will work alongside industry pioneers and help define how organizations secure the modern SaaS estate.

Enjoy competitive compensation, equity, and benefits in a high-growth, mission-driven environment. Apply now to shape how the world understands and secures SaaS.

About The Role Obsidian is looking for a strategic and creative Customer Marketing Manager to build and scale programs that deepen customer engagement, celebrate customer success, and turn our users into passionate advocates. In this role, you’ll own customer storytelling - from case studies to milestone highlights - and scale Obsidian’s Customer Advocacy program.

In this role, you will

• Customer programs: Develop and manage customer advocacy and engagement programs, including reference networks, lifecycle touchpoints, and customer marketing initiatives.
• Customer content creation: Alongside PMM, produce high-quality customer stories, case studies, testimonials, and milestone announcements that highlight Obsidian’s value proposition.
• Collaborate cross-functionally: with CS, Sales, Product Marketing, and Leadership to identify strong customer stories and expand our use cases.
• Advocacy & references: Build and maintain a roster of customer champions who can support reference calls, speak at events/webinars, provide quotes, and participate in co-marketing.
• Insights & reporting: Track engagement and measure the impact of customer marketing initiatives on retention, advocacy, and pipeline influence.
• Build and manage the company’s social media strategy and day-today content publishing and curation to raise brand awareness and strengthen Obsidian’s positioning as a leader in SaaS and AI security.
• Build and manage the company’s social media content calendar and work with cross functional teams to amplify key product milestones, customer success, industry recognition.
• Responsible for driving engagement with security professionals on LinkedIn.
  
  

Your background looks something like this

• 5-7 years of experience in customer marketing, product marketing, or customer success.
• Good understanding of the cyber security space specifically SaaS and AI security is a plus.
• 2-3 years in B2B social media engagement with strong understanding of mainly LinkedIn and YouTube.
• Ability to create short-form videos and digital assets to support marketing needs.
• Exceptional storytelling, interviewing, and content development skills with a strong understanding of how to effectively engage on LinkedIn.
• Strong relationship builder with the ability to work closely with customers and internal stakeholders.
• Highly organized and able to manage multiple projects simultaneously.
• Passionate about amplifying customer impact and building programs from the ground up.

Staff Enterprise Security Engineer - Office of CISO  

Overview

We are seeking a highly technical, hands-on security leader to advance and scale our enterprise security program. This role will design, implement, and operate security solutions across Obsidian’s global corporate environment, driving automation, maturity, and integration of security and regulatory controls. Reporting to the Head of Security, you will work cross-functionally with Engineering, Product, IT, GRC, and Business functions, and play a key role in strengthening the security posture in a fast-growing, cloud-native startup.

Key Responsibilities

• Architect, implement, and operate enterprise security systems and tooling (EDR, SIEM, SaaS security, CNAPP, MDM, etc.)
• Secure and automate IT environments (Google Workspace, M365, Salesforce, Slack, etc.)
• Design and oversee security controls for AI systems
• Strengthen IAM/PAM, enforce least privilege, and implement zero-trust principles
• Build detection, response, and automation workflows for incidents
• Lead vulnerability management, access reviews, and red teaming support
• Improve security documentation, playbooks, and operational processes
• Support GRC efforts (SOC 2, ISO 27001, audits, third-party risk, security reviews)
• Drive security awareness and overall posture maturity
  
  

Requirements

• 6+ years in security engineering/operations. Level commensurate with experience
• Strong experience across domains: EDR, SIEM, IAM/PAM, network & endpoint security, posture management, SOAR
• Experience with modern SaaS/cloud environments
• Scripting/automation skills (e.g., Python preferred)
• Ability to collaborate cross-functionally and communicate security practices effectively
• Ownership mindset, strong judgment, and ability to thrive in a fast-paced startup

What We Offer

• High-impact role in a fast-growing cybersecurity company
• Collaborative, mission-driven culture
• Opportunities for growth, research, and conference participation
• Competitive compensation, equity, and benefits

Principal Product Marketing Manager – Compliance 

Location (hybrid: remote and in-office): Candidates must be based near Palo Alto, California 

Secure the Future of SaaS

Founded in 2017, Obsidian Security was created to close a critical gap: securing the SaaS applications where modern business happens, including platforms like Microsoft 365, Salesforce, and hundreds more.

Backed by top investors including Greylock, Norwest Venture Partners, and IVP, we’ve built a complete SaaS security platform that reduces risk, detects and responds to threats, and prevents breaches at the source. Our team includes leaders who helped define the categories of endpoint and identity security at CrowdStrike, Okta, Cylance, and Carbon Black.

Now, we’re transforming how SaaS is secured in the era of agentic AI. Today, Obsidian is trusted by global enterprises such as Snowflake, T-Mobile, and Pure Storage. We protect more than 200 organizations across North America, Europe, the Middle East, Southeast Asia, Australia, and New Zealand, including many of the world’s largest Fortune 1000 and Global 2000 companies.

With strong global momentum, a growing partner ecosystem that includes SentinelOne, Databricks, and leading DFIR firms like Kroll, Obsidian is scaling quickly toward long-term growth. Join us as we define the future of SaaS security.

The Opportunity

We are hiring a Principal Product Marketing Manager to define how Obsidian frames compliance for modern SaaS environments, from due diligence through due care.

This role owns the market narrative for SaaS compliance as a continuous, operational capability rather than a point-in-time audit exercise. You will show how Obsidian connects security posture to business assurance, helping organizations prepare for audits, enforce controls continuously, and prove trust over time.

You will build a unified story that resonates across key personas involved in SaaS risk and compliance decisions:

• TPRM and GRC leaders who need continuous evidence, defensible risk decisions, and reduced audit fatigue

• Application and Cloud Security teams responsible for implementing controls, monitoring drift, and remediating findings without manual overhead

• CISOs and security executives accountable for governance, regulatory confidence, and board-level assurance

This is a strategic, market-shaping role. You will translate complex platform capabilities into clear, outcome-driven narratives that elevate how the market understands SaaS compliance.

What You’ll Do

• Own positioning, messaging, and value propositions for SaaS compliance use cases across the Obsidian platform
• Define and evangelize Obsidian’s point of view on inevitability of SaaS compliance and structural shifts across cybersecurity organizations
• Build persona-specific narratives for TPRM, GRC, Application Security, Cloud Security, and CISO audiences, aligning them under a single cohesive story
• Partner with Product to influence roadmap framing and ensure compliance capabilities are expressed in customer use cases and business outcomes
• Lead go-to-market strategy for compliance-related launches, solutions, and campaigns
• Develop high-impact content including solution briefs, executive narratives, sales enablement, and launch materials
• Collaborate with demand gen, comms, and field teams to scale messaging across campaigns, events, partners, and sales motions
• Gather customer, analyst, and competitive insights to sharpen positioning and identify new compliance-driven growth opportunities
• Serve as a subject matter expert in customer, analyst, and media conversations around SaaS compliance and risk
• Measure and refine GTM effectiveness in partnership with growth and analytics teams

About You

• Experienced and strategic. You bring 7+ years in product marketing or product management within cybersecurity, SaaS platforms, risk, or compliance-related domains. You have led messaging and GTM efforts for complex products and understand how to influence both market perception and revenue outcomes.
• Deeply fluent in SaaS compliance and risk. You understand how compliance frameworks map to real SaaS environments, including identity sprawl, privilege, misconfiguration, third-party access, and continuous control monitoring.
• Clear, outcome-driven storyteller. You translate technical and procedural complexity into concise narratives that resonate with practitioners and executives without relying on jargon.
• Strong product marketer with sharp messaging instincts: You know how to build positioning and messaging that is clear, differentiated, and durable. You can distill complex products into simple, repeatable messages that hold up across executives, sellers, and the field.
• Persona-aware and collaborative. You know how TPRM, GRC, security teams, and CISOs think and buy, and you work effectively across Product, Sales, and Marketing to deliver aligned execution.
• Self-directed and fast-moving. You stay ahead of regulatory and market shifts and thrive in fast-moving environments where direction is evolving and impact matters.

Why Obsidian

Join a company leading the next frontier of SaaS security through AI-driven defense and behavioral intelligence. You will work alongside industry pioneers and help define how organizations secure the modern SaaS estate.

Enjoy competitive compensation, equity, and benefits in a high-growth, mission-driven environment. Apply now to shape how the world understands and secures SaaS.

Role Overview

As an HR Business Partner (HRBP) at Obsidian Security, you will be a trusted advisor to leaders and a strategic driver of people outcomes across the business. You’ll partner closely with managers and cross-functional stakeholders to scale high-performing teams, strengthen leadership practices, and build programs that support a rapidly growing and globally distributed organization.

This role is ideal for someone who thrives in fast-paced environments, can flex between strategic and hands-on execution, and brings sound judgment, empathy, and strong business acumen.

What You’ll Do

Strategic People Partnership

• Partner with functional leaders to develop and execute people strategies aligned to business goals and rapid growth plans.
• Provide coaching and consultation to managers on organizational effectiveness, team performance, leadership development, and culture.
• Use data and insights (e.g., engagement, attrition, performance, hiring trends) to inform recommendations and influence outcomes.

Performance, Development & Talent

• Drive performance management processes including goal setting, reviews, calibration, feedback practices, and performance improvement plans.
• Partner with leaders to identify and develop high-potential talent, succession plans, and growth opportunities across teams.
• Collaborate with Talent Acquisition and business leaders to forecast hiring needs, improve onboarding, and scale for growth.

Employee Relations & People Operations

• Guide managers through complex employee situations with fairness, consistency, and strong compliance/risk awareness.
• Lead investigations, conflict resolution, and sensitive issues as needed with sound discretion and professionalism.
• Ensure managers and teams understand and follow People policies, employment practices, and change management approaches.

Organizational Design & Change

• Spearhead organizational design work, role clarity, operational changes, and leadership transitions as teams scale.
• Drive change management efforts, ensuring teams are supported through growth, restructuring, or evolving business priorities.

Culture & Engagement

• Promote a culture of high performance, inclusion, and accountability while supporting employee experience and engagement.
• Partner with the People team to build, launch and evolve programs (performance management, engagement surveys, manager enablement, learning initiatives, etc).

What We’re Looking For

Minimum Qualifications

• 8+ years of progressive HR experience, including 3+ years of direct HRBP or People Partner responsibilities
• Experience partnering with leaders in fast-paced, scaling startup or high-growth tech organizations
• Strong knowledge of performance management, employee relations, organizational design, and manager coaching
• Ability to balance empathy and business needs while delivering consistent, high-integrity guidance
• Strong communication skills and executive presence with the ability to influence and build trust quickly
  
  

Preferred Qualifications

• Experience supporting technical functions (Engineering, Product, Security/IT) and/or GTM teams (Sales, Customer Success, Marketing)
• Experience with globally distributed teams
• Comfort operating in ambiguity and building processed and structure where it doesn’t yet exist
• Savvy with HR analytics and using data to drive decisions
• Experience preparing teams and practices for scale, audits, and IPO readiness

What Success Looks Like

• Leaders see you as a trusted partner who helps them grow strong teams and navigate complexity with confidence.
• People processes feel clear, fair, and scalable—without slowing the business down.
• Employee experience is strong through growth, organizational change, and increasing operational rigor.
• You help Obsidian scale into the next phase of maturity while protecting culture and raising the bar.