[Remote] Manager, Sales Enablement at Tailscale

Canada

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Not SpecifiedCompensation

Senior (5 to 8 years), Expert & Leadership (9+ years)Experience Level

Full TimeJob Type

UnknownVisa

Software, Biotechnology, CybersecurityIndustries

Requirements

Candidates should have 3-6+ years of experience in sales enablement, technical sales, or sales engineering at a high-growth B2B SaaS company. Proven success enabling both individual contributors and managers in go-to-market teams selling to IT or engineering decision-makers is required. A deep understanding of developer tools, infrastructure, networking, or security is essential, along with a data-driven mindset and excellent communication skills. Familiarity with Tailscale or similar products, experience in a product-led growth environment, and a background in technical presales or sales engineering are considered advantageous.

Responsibilities

The Sales Enablement Manager will develop and execute onboarding programs for Account Executives, Sales Engineers, and Customer Success Managers. They will build repeatable frameworks for ongoing enablement, collaborate with Product Marketing and Product to translate technical value into clear messaging, and design programs for both individual contributor skill development and manager coaching. The role involves partnering with frontline managers and sales leadership to identify skill gaps, creating scalable enablement paths, and owning the development of enablement materials such as playbooks, talk tracks, and competitive guides. Additionally, the manager will drive adoption of tools like Gong, Outreach, and Salesforce, and use data to assess program effectiveness and prioritize initiatives.

Skills

Sales Enablement

Revenue Operations

Onboarding Programs

Product Marketing

Content Development

Sales Training

Technical Sales

IT Persona

Engineering Persona

Customer Success

Cross-functional Collaboration

Program Development

Data-driven Approach

Tailscale

Secure VPN for remote resource access

About Tailscale

Tailscale offers a secure networking solution that allows users to access remote resources like virtual machines and databases from anywhere using a WireGuard-based Virtual Private Network (VPN). Its service is designed for businesses and individuals needing to manage private resources remotely, with a focus on simplicity and minimal setup. Tailscale's freemium model attracts a wide user base, allowing users to start for free and upgrade for additional features. The company aims to enhance data security while providing an easy-to-use remote access solution.

None, CanadaHeadquarters

2019Year Founded

$111.9MTotal Funding

SERIES_BCompany Stage

Enterprise Software, CybersecurityIndustries

51-200Employees