Enterprise Account Executive

🕒 September 28

🏄 California, New York, +1 more states – Remote

🏄 California – Remote 🗽 New York – Remote ☕ Washington – Remote

⏰ Full Time

🟡 Mid-level

🟠 Senior

🧑‍💼 Account Executive

👻 Ghost score 30%

What it means: the chance that no one is really hiring for this job.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

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Tailscale

WebsiteLinkedInAll Job Openings

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 and grow a territory of enterprise organizations, driving net-new customer acquisition and expansion opportunities • Self-source pipeline through outbound prospecting, cold outreach, strategic account targeting, and networking • Own the full sales cycle from lead to close • Develop strategic account plans identifying stakeholders, priorities, technical initiatives, and expansion paths • Build relationships with Security, Infrastructure, Engineering, Compliance, and Executive stakeholders • Navigate complex enterprise sales cycles involving decision-makers, procurement, security reviews, and legal negotiations • Position Tailscale as a strategic platform for secure connectivity and modern network access • Lead cross-functional account teams across Sales Engineering, Customer Success, Product, Marketing, and Support • Drive adoption beyond initial deployment through broader organizational usage and long-term account growth • Exceed quota through self-generated pipeline, new customer acquisition, and account expansion • Establish trusted advisor relationships with technical and executive leaders • Drive adoption from initial deployment to broader organizational standardization • Build a predictable pipeline through disciplined prospecting and strategic account development

🎯 Requirements

• 5+ years of closing experience in a sales role • Demonstrated success selling infrastructure, networking, cybersecurity, cloud, developer tools, or other highly technical software solutions • Proven track record of consistently meeting or exceeding quota in an enterprise sales environment • Experience managing complex, multi-stakeholder sales processes involving technical and executive buyers • Ability to engage credibly with technical practitioners and senior business leaders • Experience collaborating and working with a Sales Engineer on sales cycles • Strong account planning, discovery, and business case development skills • Experience closing six-figure enterprise opportunities is strongly preferred • Experience using Gong, or similar, to collaborate internally and manage pipeline • Remote, but based in or near the New York tri-state area, the San Francisco Bay Area, or Seattle • Ability to travel or commute occasionally within the assigned region

🏖️ Benefits

• An inclusive, flexible environment where you can be your authentic self • Competitive total compensation package including base salary, equity incentive plan, and variable commission for quota-based roles • Comprehensive group benefits with no waiting period, including health, vision, and dental coverage for you and your family • 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 • $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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