Account Executive

Summary

Join Tailscale's New Business Account Executive team as an ambitious seller responsible for winning new business, prospecting, and managing the sales cycle. You will be assigned inbound leads but also need to source your own pipeline. The role involves educating prospective customers about Tailscale services, analyzing market trends, attending industry events, and supporting customers across time zones. This is a fast-paced, early-stage opportunity to build a sales playbook at a rapidly growing startup. The position requires 1+ years of sales experience and a technical background or curiosity. Location must be in San Francisco or Denver.

Requirements

• 1+ years of prospecting or closing experience in a door-to-door or in-person sales role
• Ambition to build (and not just follow) a sales playbook
• A technical background or curiosity in technology
• Excellent communication and presentation skills

Responsibilities

• Win new business. Find your way to the right people at prospective customers, educate them about our services, and help them succeed with Tailscale
• Experiment and move quickly. Analyze market landscapes and customer trends to inform your sales campaigns
• Travel to (or organize) local events and attend large industry events to evangelize Tailscale to prospective customers
• Support customers across all time zones
• Manage and organize your activities, pipeline, and forecast in Gong and Salesforce

Benefits

• An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life
• A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles)
• Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
• All-remote with the opportunity to work from anywhere —enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you)
• Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team/department off-sites, or use your individual travel budget to meet up with team members in Canada, the US, or the UK
• Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities
• Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
• A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own
• Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks