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Tailscale

Senior Customer Account Executive

Tailscale

. Become an expert in how Tailscale helps customers .

Posted 10/15/2026full-timeVancouver • CanadaSeniorWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in customer engagement and upselling strategies, with a strong focus on pipeline management and revenue forecasting. Proven ability to collaborate with cross-functional teams to ensure successful product adoption and customer satisfaction.

Highest-signal resume keywords
Closing ExperienceProduct-Led Growth (PLG) SalesQuota AchievementGong UsageCustomer Success Collaboration

ATS Keywords

Tailor your resume
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
UpsellingRenewalsPipeline ManagementRevenue ForecastingCustomer EducationAccount ExpansionLead ManagementSales StrategyTechnical Product SalesPresentation Skills
Soft Skills
Proactive ApproachCollaborationCommunicationCustomer EngagementTraining Facilitation
Tools & Technologies
GongVideo Conferencing Tools
Industry Keywords
High-Growth Software StartupDeveloper ProductsTechnical SalesCustomer AdoptionMutual Action Plans

About the role

Key responsibilities & impact
  • Become an expert in how Tailscale helps customers
  • Build a credible quarterly pipeline by engaging clients on upsells and renewals
  • Own an upsell and renewal number across assigned accounts
  • Educate customers on Tailscale's value throughout the evaluation and adoption cycle
  • Generate short-term results while maintaining annual pipeline coverage
  • Provide accurate weekly forecasting and revenue delivery
  • Create mutual action/success plans with prospective and existing customers to evaluate and expand product usage
  • Participate in video-recorded customer meetings for training, collaboration, and quality improvement
  • Expand and renew current customer accounts
  • Find additional use cases and educate clients on new feature releases
  • Ensure successful adoption of Tailscale across existing customer accounts
  • Partner with Solutions Engineering and collaborate with Customer Success, Support, Marketing, and Product teams

Requirements

What you’ll need
  • 2+ years of closing experience in an AE or an AM role
  • Strong desire to join a high-growth software startup
  • Experience selling developer and/or technical products, especially in a product-led growth (PLG) motion
  • Experience presenting to senior managers and executives
  • Ability to manage many opportunities simultaneously at various stages
  • Strong track record of meeting and exceeding quota
  • Experience using Gong, or similar, to collaborate internally and manage pipeline
  • Experience partnering with Sales Engineering, Support, and Customer Success teams
  • Proactive approach from lead to close
  • This role is based in Vancouver and is hybrid required (3 days/week in-office)
  • Participation in video-recorded customer meetings is a core part of the role

Benefits

Comp & perks
  • An inclusive, flexible environment where you can be your authentic self
  • Competitive total compensation package including a base salary, an equity incentive plan and variable commission for quota-based roles
  • Comprehensive group benefits with no waiting period, including health, vision, dental, and more for you and your family
  • Remote-first company with flexible work arrangements, virtual and in-person social events, and corporate co-working program access
  • Employer-funded retirement contributions matching contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of eligible compensation
  • Annual company retreat and team off-sites
  • Team travel and distributed collaboration across Canada, the United States, the United Kingdom, and Singapore
  • $1500 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 workstation customization allowance
  • Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents