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TailscaleTailscale

Senior New Business Account Executive

Own full-cycle new business sales for Tailscale, combining inbound lead follow-up with self-sourced pipeline development and consultative selling to senior technical buyers. The hybrid Denver role requires at least two years of prospecting or closing experience and strong technical curiosity.

About the job

Responsibilities

  • Win new business by identifying prospective customers, educating them about Tailscale, and helping them succeed with its services.
  • Prospect and source approximately one-third of your own pipeline while following up on inbound leads.
  • Own the sales cycle from prospecting through purchase and closed-won deals.
  • 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 forecasts in Gong and Salesforce.

Requirements

  • 2+ years of prospecting or closing experience in a door-to-door or in-person sales role.
  • 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 audiences.
  • Ambition to build a sales playbook rather than simply follow one.
  • Technical background or strong curiosity about technology.
  • Excellent communication and presentation skills.
  • Proactive ownership from lead through close.
  • Denver-based and able to work hybrid, three days per week in the office.

Compensation and Benefits

  • Target OTE of $120,000–$150,000 USD, inclusive of base salary and variable compensation tied to quarterly sales targets.
  • Equity incentive plan and variable commission for quota-based roles.
  • Comprehensive health, vision, dental, and other group benefits with no waiting period.
  • Employer-funded retirement contributions matching employee contributions dollar-for-dollar, up to a maximum annual employer contribution of 0.75% of eligible compensation.
  • Annual company retreat, team off-sites, and support for intentional in-person connection.
  • $1,500 USD annually for professional development, plus mentorship, coaching, and internal promotion opportunities.
  • Flexible paid time off.
  • Company-owned laptop, monthly home internet reimbursement, and $500 USD for home-office customization.
  • Paid parental leave of up to 20 weeks for birthing parents and 16 weeks for non-birthing parents.

Nice-to-Haves

  • Experience selling technical products or services.
  • Experience building sales processes at a rapidly growing startup.

Skills

Gong, Salesforce, Sales Prospecting, Pipeline Management, Sales Forecasting, Technical Sales, Presentation Skills, Market Analysis

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