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Senior New Business Account Executive
tailscale · Hybrid (Toronto, Ontario) · Posted 29 days ago
Build Tailscale's startup sales playbook from the ground up, closing deals with engineering leaders at the world's most innovative companies.
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
- 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
What We Are Looking For
- 2+ 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
- Proactive from lead to close - if this opportunity really excites you, please don’t just apply on the website. Find the hiring manager, prospect thoughtfully, and tell us why you’re the best candidate for this position.
- Experience self sourcing opportunities and guiding a customer from discovery all the way through closed won deals, with senior technical buyers (VP Engineering, CTO, Head of Platform, CISO)
- This role is based in Toronto and is hybrid required (3 days/week in-office)
CAN Pay Range (OTE) $201,000 — $201,000 CAD
This posting is sourced from tailscale's own career site — applying takes you there directly.
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There are 65 open roles at tailscale right now. This role is one of 516 Account Executive openings in Remote and centers on Prospecting, Closing, Sales, and Technical Curiosity.
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