Sales Enablement Program Manager

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 workstreams, stakeholders, and deadlines without dropping details.
• Experience managing vendors, tools, and content operations end-to-end.
• Excellent organizational and communication skills, with a bias to action and comfort operating amid ambiguity in a scaling environment.
• Analytically minded and comfortable with data: able to pull reporting from enablement, call-intelligence (Gong), and CRM tools, find patterns, and translate them into clear recommendations rather than raw dashboards.
• Collaborative partner who works well across Sales, SE, BDR, and Marketing.
• Understanding of the cybersecurity, SaaS, or AI security space is a plus.
• User of AI tools to streamline workflows.