Mid-Market Account Executive

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.

Key Responsibilities

• Own an incremental revenue number each quarter while consistently building pipeline throughout the whole year.
• Ensure our existing customers get value out of Tailscale and renew + expand their usage.
• Provide accurate weekly forecasting & revenue delivery.
• Demonstrate the ability to outbound to net-new customers and generate net-new pipeline.
• You own the relationship with customers long term and sell new products as we build them.
• Participation in video-recorded customer meetings is a core part of this role. Recordings are used for training, collaboration, and quality improvement.

What We Are Looking For

• 3+ years of closing experience in an AE or an AM role. Outbound experience strongly preferred
• Has sold developer and/or technical products, especially in a product-led growth (PLG) motion
• Comfortable selling to senior leaders - CTO, CISO, VP of engineering, head of IT
• Experience using Gong, Salesforce, or similar, to collaborate internally and manage pipeline
• Experience partnering with a Sales Engineering team, support, and customer success team to drive positive outcomes for clients
• Proactive from lead to close - the hiring manager for this role is Ben Roberts. If this opportunity really excites you, please don’t just apply on the website. Prospect thoughtfully and tell us why you’re the best candidate for this position.
• Willing to come into our downtown Denver office 2-3 days per week

Nice to Have

• Past experience selling or managing accounts with senior technical buyers (VP Engineering, CTO, Head of Platform, CISO)
• You've been the owner of several customers in the $20k-100k+ ARR range previously, with evidence of growing them through expansion and cross-sell rather than just renewal.
• Desire and ability to leverage AI to increase productivity