Remote Enterprise Account Executive — Secure Networking

Tailscale; United States; Remote; USD 250,000 - 300,000; Full time

Benefits offered by this job

Remote first

Equity plan

Professional development stipend

Mentorship and coaching

Retirement contributions

Job summary

Tailscale is seeking an Enterprise Account Executive to lead strategic partnerships with the world’s most sophisticated technology organizations. You will manage the full sales cycle, from prospecting to closing, while collaborating with Solutions Engineering, Customer Success, and Product teams to drive value and adoption.

Based remotely in the US with NYC flexibility, you will develop account plans, build executive relationships, and navigate complex procurement and security reviews to meet

Qualifications

• 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 both technical practitioners and senior business leaders.

Responsibilities

• Own and grow a territory of enterprise organizations, driving both net-new customer acquisition and expansion opportunities.
• Proactively self-source pipeline through outbound prospecting activities, including cold outreach, strategic account targeting and networking.
• Take ownership of the full sales cycle from lead to close.
• Develop strategic account plans that identify key stakeholders, organizational priorities, technical initiatives, and expansion paths across the account.
• Build relationships with Security, Infrastructure, Engineering, Compliance, and Executive stakeholders to drive alignment and consensus throughout the buying process.
• Navigate complex enterprise sales cycles involving multiple decision-makers, procurement processes, security reviews, and legal negotiations.
• Position Tailscale as a strategic platform for secure connectivity and modern network access by helping customers understand both the technical and business value of the solution.
• Lead cross-functional account teams consisting of Sales Engineering, Customer Success, Product, Marketing, and Support to deliver exceptional customer outcomes.
• Drive adoption beyond the initial deployment by identifying opportunities for broader organizational usage and long-term account growth.

Skills

Closing experience

Enterprise sales

Account planning

Stakeholder management

Technical understanding

Gong

Quota attainment

Tools

Gong

Job description

Tailscale is seeking an Enterprise Account Executive to lead strategic partnerships with the world’s most sophisticated technology organizations. You will manage the full sales cycle, from prospecting to closing, while collaborating with Solutions Engineering, Customer Success, and Product teams to drive value and adoption.

Based remotely in the US with NYC flexibility, you will develop account plans, build executive relationships, and navigate complex procurement and security reviews to meet