Sales Development Representative (Outbound)

About Tailscale

Tailscale is making safe connection effortless 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.

About the Role

As an Outbound Sales Development Representative, you'll play a critical role in generating new business opportunities for Tailscale. You'll own a portfolio of target accounts and create qualified pipeline through outbound prospecting across phone, email, LinkedIn, and other sales channels.

This is not an inbound lead qualification role. Success comes from proactively opening doors, engaging new prospects, and creating opportunities for our Account Executives.

You'll work closely with experienced sales leaders, receive ongoing coaching, and develop the skills needed to build a successful career in SaaS sales.

Key Responsibilities

• Generate qualified sales opportunities through high-volume outbound prospecting using phone calls, email, LinkedIn, and other channels.

• Research target accounts and identify engineering, IT, security, and executive decision makers.

• Develop thoughtful, personalized outreach that resonates with customer challenges and business priorities.

• Own a portfolio of accounts and execute account-based prospecting strategies.

• Partner closely with Account Executives to build pipeline and execute territory plans.

• Schedule high-quality discovery

Department: Sales