Senior New Business Account Executive

Tailscale • Denver, CO

7d • $120,000 - $150,000 • Hybrid

About The Position

Tailscale is seeking an ambitious New Business Account Executive to join its sales team. This is a new-business role, not an account-farming role. The position receives inbound leads through a round-robin process and is also responsible for prospecting and sourcing one-third of its own pipeline. The successful candidate owns the sales cycle from prospecting through purchase, building customer trust and helping customers succeed with Tailscale.

Tailscale has more than 100,000 monthly active users and a community across Hacker News, X, and Reddit. The role offers an opportunity to join a rapidly growing startup and help build its startup sales playbook. It is based in Denver and requires working in the office three days per week. The role supports customers across all time zones.

Compensation is presented as target OTE, inclusive of base salary and variable compensation tied to quarterly sales targets. The US OTE range is $120,000–$150,000. The compensation package includes equity and comprehensive benefits.

Requirements

• At least 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.
• A technical background or curiosity about technology.
• Excellent communication and presentation skills.
• Experience self-sourcing opportunities and guiding customers from discovery through closed-won deals with senior technical buyers, such as VP Engineering, CTO, Head of Platform, or CISO.
• Ability to work in a hybrid arrangement based in Denver, with three days per week in the office.

Responsibilities

• Win new business by identifying the right contacts at prospective customers, educating them about Tailscale’s services, and helping them succeed with the product.
• Prospect and source a third of the assigned pipeline, as well as work assigned inbound leads.
• Own the sales cycle from prospecting through purchase and guide customers from discovery through closed-won deals.
• Analyze market landscapes and customer trends to inform sales campaigns, experiment, and move quickly.
• Travel to or organize local events and attend large industry events to promote Tailscale to prospective customers.
• Support customers across all time zones.
• Manage and organize sales activities, pipeline, and forecasts in Gong and Salesforce.

Benefits

• Equity incentive plan and variable commission for quota-based roles.
• Comprehensive group benefits, including health, vision, and dental coverage for employees and their families, with no waiting period.
• Employer-funded retirement contributions, matching employee contributions dollar-for-dollar up to an annual employer contribution of 0.75% of eligible compensation.
• $1,500 USD annually for professional development, plus mentorship, coaching, and internal promotion opportunities.
• Flexible paid time off.
• Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents.
• Company-owned laptop choice (Mac or PC), monthly home internet reimbursement, and $500 USD for workstation customization.
• Annual company retreat, team off-sites, team travel, and distributed collaboration.
• Corporate coworking program, including access to WeWork or similar spaces.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed