Sales Development Representative (Outbound)
About The Position
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.
Requirements
- 1+ years of sales, business development, recruiting, or other customer-facing experience preferred
- Excellent verbal and written communication skills
- Comfortable spending a significant portion of your day making outbound phone calls
- Strong organizational skills and the ability to manage a large portfolio of prospects
- Competitive, resilient, and motivated by achieving goals
- Curious, coachable, and eager to continuously improve
- Strong work ethic with a desire to build a career in technology sales
- Ability to work from our Vancouver office three days per week
Nice To Haves
- Experience in SaaS sales or outbound prospecting
- Experience with Salesforce, Outreach, Gong, Apollo, or LinkedIn Sales Navigator
- Experience selling to technical audiences or an interest in cybersecurity, networking, or cloud infrastructure
- Bachelor's degree or equivalent professional experience
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 meetings for the sales team.
- Become an expert on Tailscale's platform, customers, and competitive landscape.
- Consistently meet or exceed activity, pipeline, and meeting goals.
- Leverage modern sales technologies including Salesforce, Gong, LinkedIn Sales Navigator, Apollo, and AI-powered prospecting tools.
- Share ideas and best practices that improve team performance.
Benefits
- Equity incentive plan
- Variable commission
- Comprehensive group benefits with no waiting period (health, vision, dental, and more)
- Employer-funded retirement contributions (match up to 0.75% of eligible compensation)
- Annual company retreat
- Team off-sites
- Support for in-person collaboration
- $1500 USD annually for professional development
- Mentorship, coaching, and internal promotion opportunities
- Flexible, paid time off program
- Build-your-own home office setup (company-owned laptop, monthly home internet reimbursement, $500 USD for workstation customization)
- Paid parental leave program (20 weeks for birthing parents, 16 weeks for non-birthing parents)
Stand Out From the Crowd
Upload your resume and get instant feedback on how well it matches this job.
What This Job Offers
Job Type
Full-time
Career Level
Entry Level
Education Level
Associate degree
