Drive sales growth by managing a diverse pipeline and engaging with prospective customers while building a playbook for startup sales at Tailscale.
About Tailscale
Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.
Job Description
We are looking for ambitious sellers to join our New Business Account Executive team. This is not a “farmer” role. You will be assigned inbound leads via round robin, however you will also be responsible for prospecting and sourcing a third of your own pipeline. You’ll own the sales cycle from prospect to purchase, and work to earn customer trust every step of the way.
Tailscale has a vibrant community across Hacker News, X, and Reddit. We have 100,000+ monthly active users, many of whom are engineering leaders working at the most innovative companies in the world. This is an opportunity to join early at a rapidly growing startup and build the playbook for startup sales.
Key Responsibilities
What We Are Looking For
As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set.
For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.
Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic!
What We Offer
Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness.
Health Insurance
Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
Home Office Stipend
You receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own.
Learning Budget
$1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
Connect with Tailscalars in-person
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.
Paid Parental Leave
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.
Paid Time Off
Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
Remote-Friendly
Remote first company—most of our teams work fully remotely.
Tailscale builds a zero config VPN service that makes it easy for teams to securely interconnect their devices and users, regardless of their location. It focuses on simplifying network security and enhancing connectivity, providing minimal latency and seamless integration with existing services.
Understand the required skills and qualifications, anticipate the questions you may be asked, and study well-prepared answers using our sample responses.
Account Executive Q&A's