Head of Operations & Business Management

Obsidian Security is the leading SaaS security platform, trusted by global enterprises like Snowflake, T‑Mobile, and Algolia. Founded in 2017 and backed by top investors like Greylock, Obsidian was built to close a critical gap: securing SaaS apps where business happens—Microsoft 365, Salesforce, and hundreds more. The company does this by offering a complete SaaS security platform to reduce risk, detect and respond to threats, and prevent breaches at the source. With AI driving rapid SaaS growth and complexity, agentic AI tools gain privileged access to sensitive data through integrations, creating new risks most security tools miss. Obsidian uniquely detects anomalous OAuth token activity and manages integration risks. With global momentum, a growing partner ecosystem including SentinelOne, Databricks, and Google Cloud, and a major fund‑raise ahead, Obsidian is scaling rapidly toward long‑term growth and IPO readiness.
In this role you will own the operating rhythm, planning processes, analytics, and systems that drive our Go‑To‑Market organization. You will partner closely with executive leadership to improve forecast accuracy, accelerate pipeline generation, optimize seller productivity, and scale the infrastructure required to support growth. You will be critical to ensuring our GTM Leadership has actionable, data‑driven intelligence to quickly make and execute key decisions.
You will leave an indelible mark on the organization as you work hand in hand with Executives and GTM Leadership to lead a reporting and analytics foundation that will be critical for supporting future growth.
The role would require high ability to move seamlessly between strategic planning discussions with executives, forecast and pipeline inspections with field leadership, and detailed operational problem‑solving with the team. Understands how to translate business objectives into operational execution. Highest priority would be on owning outcomes rather than managing processes. Key Responsibilities Lead key operations functions for GTM, Post Sales, Marketing and Strategic Initiatives; Be a trusted partner to our GTM Leadership team, work closely with them to understand their business needs, and align the team roadmap and outputs to quickly meet them.
Own executive operating cadences, including forecast reviews, pipeline reviews, quarterly business reviews, and strategic planning processes.
Work closely with the data team to develop meaningful data sets, dashboards, etc., to translate complex analytical outputs into clear stories that drive business decisions.
Support key GTM projects and initiatives with robust and insightful ad‑hoc reporting and analysis.
Lead annual and in‑year GTM planning, including capacity planning, territory design, quota setting, compensation planning, organizational design, and investment prioritization.
Own executive and board‑level reporting, ensuring consistent definitions, metrics, and business narratives across the organization.
Relentlessly search out opportunities to automate and scale - particularly via the use of Agentic AI - reporting assets, improve data quality, and enable greater self‑service analytics and insights.
Partner closely with Data and Systems leadership to establish priorities, governance, and execution plans across all areas of GTM.
About You 9+ years of experience in Sales Operations, Consulting, Business Reporting, or related functions; 5+ years of experience with CRM and BI Reporting tools.
Proven ability to influence executive leadership through data, operational rigor, and clear communication.
Deep experience in SaaS forecasting, pipeline management, revenue planning, territory design, quota setting, and compensation administration.
A deep passion for telling engaging stories with complex data.
Comprehensive understanding of Sales, Marketing, CS and Finance metrics in a SaaS / Subscription‑software environment.
Comfortable to do whatever is necessary to get the job done - whether it’s digging deep into spreadsheet analysis or presenting to our Board of Directors - with a dynamic attitude of no task is too menial or “above your grade.”
Start‑up work ethic - willing to put in the time and sweat to help us win the market.
Strong business acumen and analysis skills, including written communication and presentation development.
Employee Benefits Competitive compensation with equity and 401k
Comprehensive healthcare with dental and vision coverage
Flexible paid time off and paid holiday time off
Personal and professional development resourcesFor more details on our US benefits, or for information on our international benefits, please see here.
In addition to a competitive base salary, this position is eligible for equity awards and may be eligible for sales commission or incentive compensation based on the role or function within the company.
We value diversity and hire for talent, passion, and compassion. In compliance with federal law, all persons hired will be required to submit satisfactory proof of identity and legal authorization. Information collected and processed as part of any job applications you choose to submit is subject to Obsidian’s Applicant Privacy Policy.

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