Strategic Enterprise Account Executive

🔥 0 minutes ago

🇺🇸 United States – Remote

💵 $350k / year

⏰ Full Time

🟡 Mid-level

🟠 Senior

🧑‍💼 Account Executive

👻 Ghost score 20%

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Logo of Tailscale

Tailscale

51 - 200 employees

Founded 2020

☁️ SaaS

🔐 Security

📡 Telecommunications

💰 $100M Series B on 2022-05

SaaS • Security • Telecommunications

Tailscale is a company that provides a modern VPN solution founded on WireGuard technology, simplifying networking by creating secure, software-defined networks that connect users, services, and devices with ease. By eliminating the complexities of legacy VPNs, Tailscale offers secure remote access, site-to-site networking, and multi-cloud networking, all while ensuring user-friendly, quick deployment without complex configurations. Recognized for enabling zero-trust environments and seamless workflows, Tailscale supports robust security features such as automated user onboarding, encryption, and access control lists (ACLs). This tool is particularly popular for both enterprise and personal use, praised for its integration capabilities and ease of use, making secure networking accessible anywhere, regardless of infrastructure.

📋 Description

• Own account strategy by building account plans across business units, geographies, and use cases • Create pipeline through personalized outbound prospecting and coordinated account-based campaigns with SDRs and Marketing • Lead complex opportunities through negotiation and close, including long sales cycles, competitive pursuits, and complex buying processes • Build executive relationships with CIOs, CISOs, CTOs, and senior technical and business leaders • Develop champions across customer organizations • Partner with Customer Engineering, GTM Engineering, Customer Success, Product, Engineering, executive leadership, Legal, and Finance to win and grow strategic accounts • Test sales approaches, share effective practices, and bring customer feedback to product and enterprise strategy teams • Maintain clear qualification, accurate forecasts, and actionable account and opportunity plans • Own a focused portfolio of organizations with 10,000+ employees, including Fortune 1000 and Global 2000 companies • Lead opportunities from initial engagement through close and expansion • Develop outbound strategies and help create the strategic sales playbook

🎯 Requirements

• 5+ years of success as a top-performing enterprise or strategic seller in early-stage, high-growth environments • Proven success selling to organizations with 10,000+ employees • Proven success closing complex six- and seven-figure SaaS deals • Proven track record of consistently achieving or exceeding annual performance targets, with demonstrated year-over-year growth and sustained results • Ability to earn executive trust, engage technical stakeholders, and navigate procurement, legal, and financial reviews • Strong business judgment, clear written and verbal communication, and a collaborative, accountable approach • Comfort with ambiguity and enthusiasm for building a sales motion while carrying a quota • Demonstrated commitment to CRM hygiene, including accurate opportunity management, pipeline tracking, and forecast reliability • Proven ability to lead value-based sales conversations and quantify business impact to build compelling ROI-driven business cases • Strong technical acumen • Preferred: experience as an early sales hire or helping build a new enterprise sales motion • Background in infrastructure, networking, cybersecurity, developer tools, or cloud software is a bonus

🏖️ Benefits

• Base salary, equity incentive plan, and variable commission for quota-based roles • Inclusive, flexible work environment • Comprehensive health, vision, dental, and other group benefits with no waiting period • Remote-first work environment • Virtual and in-person social events • Corporate co-working program • Employer-funded retirement contributions matching employee contributions dollar-for-dollar, up to 0.75% of eligible compensation annually • Annual company retreat and team off-sites • Team travel and distributed collaboration opportunities • $1,500 USD annually for professional development • Mentorship, coaching, and internal promotion opportunities • Flexible paid time off program • Company-owned laptop (Mac or PC) • Monthly home internet reimbursement • $500 USD home office/workstation customization allowance • Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents

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