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Founding Strategic Account Executive at Tailscale - ApplyBlast

Founding Strategic Account Executive

Tailscale

12 days ago

Remote

Full Time

Senior

0 applicants

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About this role

As a founding member of Tailscale's new Strategic Sales team, this role focuses on owning a portfolio of large enterprise accounts with 10,000+ employees. The position involves leading complex sales cycles from initial engagement through close and expansion, while building executive relationships and defining the company's enterprise sales strategy. The ideal candidate will drive outbound prospecting, manage high-value deals, and collaborate across internal teams to support the company's next stage of growth.

Responsibilities

Own account strategy and build account plans for enterprise organizations
Drive personalized outbound prospecting and create pipeline through coordinated campaigns
Lead complex deals through negotiation and close while building executive relationships

Skills

About Tailscale

tailscale.com

Headquarters

Toronto, Ontario, Canada

Company Size

51-200 employees

Founded

2019

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Tailscale is a secure networking service that builds a WireGuard®-based mesh VPN to connect devices, servers, and cloud resources with point-to-point encrypted tunnels. It implements least-privilege, zero-trust access via ACLs and integrates with identity providers (SSO) for authentication and policy enforcement. Tailscale handles NAT traversal, device discovery, and provides an admin console, audit logs, and enterprise features for scale. Teams choose it for fast deployment, cross-platform support, and simplified secure remote access.