Full-Time Sales Enablement Manager

Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices. We're building a future for the Internet that's easy, sensible, and safe.

We’re looking for a Sales Enablement Manager to join our growing Revenue Operations team. You'll serve as a force multiplier across our high-velocity, product-led sales motion. Your mission: help our revenue teams consistently and confidently articulate the value of Tailscale to technical audiences.

This role is ideal for someone who has experience selling or enabling technical tools and understands the IT/engineering persona.

• Develop and execute onboarding programs to ramp AEs, SEs, and CSMs quickly
• Build a repeatable framework for ongoing product, process, and persona-based enablement
• Collaborate with Product Marketing and Product to translate technical value into clear, customer-facing messaging and content
• Design enablement programs that support both IC-level skill development and manager-level coaching capabilities
• Partner with frontline managers and sales leadership to identify skill gaps, deliver targeted programs, and empower effective coaching
• Create scalable, role-specific enablement paths that support core competencies and career progression
• Own the development and upkeep of enablement materials such as playbooks, talk tracks, competitive guides, objection handling, and demo resources
• Drive adoption of tools like Gong, Outreach, and Salesforce
• Use data to assess program effectiveness and prioritize new initiatives

• 3–6+ years of experience in sales enablement, technical sales, or sales engineering at a high-growth B2B SaaS company
• Proven success enabling both ICs and managers in GTM teams selling to IT or engineering decision-makers
• Deep understanding of developer tools, infrastructure, networking, or security
• Demonstrated ability to design, launch, and scale enablement programs
• Data-driven mindset - comfortable using performance metrics, rep feedback, and tool insights
• Excellent communication skills with the ability to distill complex technical concepts
• Self-starter who thrives in ambiguity

It's Nice if You Have

• Familiarity with Tailscale or similar products in the networking, infrastructure, or security space
• Experience in a product-led growth (PLG) environment
• Background in technical presales or sales engineering

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