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Tailscale

Business Account Executive

Tailscale

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

Posted 10/7/2026full-timeVancouver • CanadaJuniorWebsite

Core Competencies

Role fit
Core Competencies

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

Demonstrates expertise in prospecting and closing sales, with a strong ability to analyze market trends and build effective sales strategies. Proficient in managing sales activities and utilizing tools like Gong and Salesforce to drive customer success.

Highest-signal resume keywords
Prospecting ExperienceSales Cycle ManagementCommunication SkillsSalesforce ProficiencyMarket Analysis

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 Cycle ManagementProspectingClosing SalesMarket AnalysisSales Playbook Development
Soft Skills
Excellent CommunicationPresentation SkillsProactive Approach
Tools & Technologies
SalesforceGong
Industry Keywords
Customer SuccessLead GenerationIn-Person SalesStartup Sales

About the role

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

Requirements

What you’ll need
  • 1+ years of prospecting or closing experience in a door-to-door or in-person sales role
  • Ambition to build, rather than just 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
  • Based in Vancouver and available 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 families
  • Flexible work environment and flexible paid time off
  • Remote-first company benefits, including virtual and in-person social events and corporate co-working program
  • Employer-funded retirement contributions matching employee 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
  • $1500 USD annually for professional development
  • Mentorship, coaching, and internal promotion opportunities
  • 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
  • Accessible and inclusive hiring process with accommodations available