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Tailscale

Senior New Business Account Executive

Tailscale

. Win new business by reaching prospective customers, educating them about Tailscale's services, and helping them succeed .

Posted 10/5/2026full-timeVancouver • CanadaSeniorWebsite

Core Competencies

Role fit
Core Competencies

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

Demonstrates expertise in managing the sales cycle from prospecting to closing, with a strong focus on building customer relationships and trust. Proficient in analyzing market trends and utilizing tools like Gong and Salesforce to manage sales activities and pipeline effectively.

Highest-signal resume keywords
Sales Cycle ManagementProspecting ExperienceTechnical BackgroundCommunication SkillsCustomer Relationship Building

ATS Keywords

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Applicant Tracking System Keywords

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

Hard Skills
Sales ForecastingLead GenerationClosing DealsMarket AnalysisSales Playbook Development
Soft Skills
Proactive ApproachPresentation SkillsTrust Building
Tools & Technologies
GongSalesforce
Industry Keywords
In-Person SalesCustomer SuccessTechnical BuyersStartup EnvironmentHybrid Work

About the role

Key responsibilities & impact
  • Win new business by reaching prospective customers, educating them about Tailscale's services, and helping them succeed
  • Receive inbound leads through round robin and prospect/source approximately one-third of your own pipeline
  • Own the sales cycle from prospecting through purchase
  • Build customer trust throughout the sales process
  • Analyze market landscapes and customer trends to inform sales campaigns
  • Travel to or organize local events and attend large industry events to promote Tailscale
  • Support customers across all time zones
  • Manage activities, pipeline, and forecast in Gong and Salesforce
  • Build the sales playbook for a rapidly growing startup

Requirements

What you’ll need
  • 2+ years of prospecting or closing experience in a door-to-door or in-person sales role
  • Ambition to build, rather than only follow, a sales playbook
  • Technical background or curiosity in technology
  • Excellent communication and presentation skills
  • Proactive approach from lead to close
  • Experience self-sourcing opportunities and guiding customers from discovery through closed-won deals
  • Experience working with senior technical buyers, including VP Engineering, CTO, Head of Platform, and CISO
  • Vancouver-based and required to work hybrid, 3 days per week in-office

Benefits

Comp & perks
  • Equity incentive plan
  • Variable commission for quota-based roles
  • Comprehensive group benefits with no waiting period, including health, vision, and dental coverage for employees and family
  • Flexible work environment and flexible paid time off
  • Remote-first company environment, corporate co-working program, and virtual/in-person social events
  • 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
  • $1500 USD annually for professional development
  • Mentorship, coaching, and internal promotion opportunities
  • 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