Enablement Program Specialist, Onboarding
T
TailscaleSoftware
You can participate in person with teammates across Canada, the United States, the United Kingdom, and Singapore.Full-TimeMiddle
Salary$120,000 — $150,000 USD
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Job Details
- Experience
- 2–4+ years
- Required Skills
- Project ManagementData AnalysisStakeholder management
Requirements
- 2–4+ years in revenue/sales enablement, with hands-on program and onboarding ownership.
- Demonstrated ability to design, launch, and scale enablement programs in fast-paced, high-growth environments.
- Strong project management skills and meticulous attention to detail.
- Excellent written communication and facilitation/instructional-design instincts.
- Strong stakeholder management across multiple functions and seniority levels.
- Data-driven mindset and comfortable using performance metrics, rep feedback, and tool insights to iterate on programs.
- High degree of ownership and ability to thrive in ambiguity.
- Bonus: Experience using AI tools to build more efficient and effective learning environments.
- Bonus: Prior selling experience, especially to technical personas such as IT, engineering, and security.
Responsibilities
- Own and continuously improve onboarding for new revenue hires, from pre-boarding through ramp milestones.
- Extend onboarding into continuous everboarding enablement so reps keep building skills after initial ramp.
- Design, launch, and manage recurring enablement programs (skill development, product launches, process rollouts, certifications).
- Build scalable, role-specific enablement paths that support core competencies and career progression.
- Manage the logistics, content, and cadence of programs end to end, keeping them on schedule and on quality.
- Partner with frontline managers and sales leadership to identify skill gaps and deliver targeted programs.
- Instrument programs with metrics (ramp time, completion, competency) and iterate based on data and rep feedback.
- Manage the Tailscale LMS to ensure new-hire materials stay current and accessible.
- Explore and pilot AI-driven learning tools (e.g., an AI tutor for asynchronous onboarding).
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