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Sales Enablement Program Manager

Job in Markham, Ontario, I3P, Canada
Listing for: LinkedIn
Full Time position
Listed on 2026-07-18
Job specializations:
  • IT/Tech
    AI Business & Operations, Change Management, CRM System
Job Description & How to Apply Below

Obsidian Security is the leading SaaS security platform, trusted by global enterprises like Snowflake, T‑Mobile, and Algolia. We protect 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.

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. Obsidian was built by leaders who redefined endpoint and identity security at Crowd Strike, Okta, Cylance, and Carbon Black.

Now, they’re transforming how SaaS is secured.

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. Major announcements are on the horizon. Recognizing that SaaS security needs to evolve, Obsidian enables growing organizations to start with a lightweight, prevention-focused browser extension and expand coverage over time.

With global momentum, a growing partner ecosystem including Sentinel One, Databricks, and Google Cloud, and a major fundraise ahead, Obsidian is scaling rapidly toward long‑term growth and IPO readiness.

About

The Role

Obsidian is looking for a highly organized Sales Enablement Program Manager to be the connective tissue of our go‑to‑market enablement engine. As our field, SE, and TAM teams scale fast, this role keeps the enablement machine running—owning the platforms, content operations, vendors, and events that let us produce more high‑quality enablement, faster. You’ll partner closely with Sales, Sales Engineering, BDR/Pipeline Generation, and Enablement leadership to turn programs into repeatable, well‑run operations, freeing our subject‑matter experts to focus on coaching and content while you own execution end‑to‑end.

In

this role, you will
  • Own enablement platforms:
    Administer and drive adoption of our enablement platform, managing content libraries, learning paths, and reporting so reps can find what they need when they need it.
  • Run enablement operations:
    Own scheduling, calendars, and logistics for onboarding, ongoing enablement sessions, and recurring programs across Sales, SE, and BDR tracks.
  • Manage BDR and field PG content:
    Coordinate the production, organization, and upkeep of enablement content (use‑case materials, playbooks, and BDR/PG assets) so the field always works from the latest, most relevant version.
  • Own vendor management:
    Manage relationships, contracts, renewals, and onboarding for enablement tools and outside providers, ensuring we get value from every partner.
  • Support MMEC operations:
    Run the operational cadence for our monthly/mid‑month enablement (MMEC) programming, from planning and communications to follow‑up and content capture.
  • Coordinate enablement events:
    Handle logistics and execution for internal enablement events, kickoffs, and guest‑speaker sessions.
  • Measure and report:
    Track participation, completion, and engagement across programs, and surface insights that help enablement leadership prioritize.
  • Turn data into personalized enablement:
    Study enablement, adoption, and rep‑performance data across our platforms (Flockjay, Gong, CRM) to spot knowledge and skill gaps, then recommend targeted, personalized enablement for specific reps, teams, or segments—so the right rep gets the right content at the right moment, not one‑size‑fits‑all training.
Your background looks something like this
  • 3+ years in sales enablement, revenue operations, program/project management, or a related GTM operations role, ideally at a fast‑growing B2B SaaS company.
  • Hands‑on experience administering an enablement or LMS platform (Flockjay, Highspot, Seismic, Mindtickle, or similar).
  • Strong project and program management skills; able to juggle multiple concurrent work streams, stakeholders, and…
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