Remote Revenue Enablement Program Lead

United States Digital Space LLC; United States; Remote; USD 120,000 - 170,000; Full time

Benefits offered by this job

Inclusive environment

Competitive compensation

Group benefits

Remote-first

Retirement contributions

IRL team events

Professional development $1500

Paid time off

Home office setup

Parental leave

Job summary

Tailscale in the United States is seeking a Revenue Enablement professional to own onboarding and the enablement programs that keep our revenue team sharp. You'll ensure every new customer-facing hire ramps quickly and that ongoing programs deliver measurable results across onboarding, enablement, and continuous learning.

From pre-boarding through ramp and into continuous enablement, you'll design, launch, and run programs that reps rely on by partnering with frontline managers, sales

Qualifications

• 2–4+ years in revenue/sales enablement with onboarding ownership.
• Ability to design, launch, and scale enablement programs in fast-paced, high-growth environments.
• Strong project management and meticulous attention to detail.
• Excellent written communication and instructional-design instincts.
• Strong stakeholder management across multiple functions and seniority levels.
• Data-driven mindset using performance metrics, rep feedback, and tool insights to iterate on programs.
• High degree of ownership and ability to operate in ambiguity in a remote-first culture.
• Bonus: experience using AI tools to build more efficient learning environments.
• Bonus: prior selling experience to technical personas (IT, engineering, security).

Responsibilities

• Own and continuously improve onboarding for new revenue hires, from pre-boarding through ramp milestones.
• Extend onboarding into continuous 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 company 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).

Skills

Revenue enablement

Onboarding ownership

Program design & rollout

Project management

Stakeholder management

Data-driven decision making

AI tools experience

Selling to tech personas

Job description

Tailscale in the United States is seeking a Revenue Enablement professional to own onboarding and the enablement programs that keep our revenue team sharp. You'll ensure every new customer-facing hire ramps quickly and that ongoing programs deliver measurable results across onboarding, enablement, and continuous learning.

From pre-boarding through ramp and into continuous enablement, you'll design, launch, and run programs that reps rely on by partnering with frontline managers, sales