Strategic Enterprise Account Executive

Remote (United States)RemoteFull-time$350k2026-10-17 → 2026-11-10

Core

Founding Strategic Account Executive owning a portfolio of Fortune 1000/Global 2000 companies (10k+ employees), leading complex SaaS deals from engagement to close and expansion.

Role type

Senior IC Strategic Account Executive (Enterprise SaaS)

Builds

Enterprise sales pipeline and revenue for Tailscale's secure networking platform

Domain

Cybersecurity / Networking / Cloud Infrastructure

Required skills

Enterprise sales strategy, complex deal negotiation, executive relationship building, outbound prospecting, cross-functional partnership, CRM hygiene, value-based selling, ROI quantification

Preferred skills

Early-stage sales hire experience, building new sales motions, technical acumen in infrastructure/networking/cybersecurity/developer tools/cloud

Technologies

CRM systems, sales enablement tools

Responsibilities

Build account plans connecting customer priorities with business unit opportunities; Drive personalized outbound prospecting and ABM campaigns; Manage long sales cycles and competitive pursuits; Earn trust with CIOs/CISOs/CTOs and develop internal champions; Partner with Engineering, Product, Legal, and Finance to win accounts; Test sales approaches and create playbooks for future growth

Seniority

Senior, hands-on IC

About Tailscale

Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.