Sales Development Representative at Tailscale.
About the role Join Tailscale as an Outbound Sales Development Representative and drive new business growth. You will manage a set of target accounts, generating qualified sales opportunities through proactive outreach. This role focuses on creating new pipeline, not just qualifying existing leads, by engaging prospects and setting up meetings for Account Executives.
Key facts Location: Hybrid (Vancouver, British Columbia)
Engagement: Full-time
Salary: $107,200 - $120,600 CAD OTE (On Target Earnings)
What you’ll do Generate qualified sales opportunities through high-volume outbound activities via phone, email, and LinkedIn.
Research target companies to identify key decision-makers in engineering, IT, security, and executive roles.
Craft personalized outreach messages that address customer challenges and business priorities.
Manage a portfolio of accounts and implement account-based prospecting strategies.
Collaborate with Account Executives to build pipeline and execute territory plans.
Schedule high-quality discovery meetings for the sales team.
Become knowledgeable about Tailscale's platform, customer base, and competitive landscape.
Meet or exceed activity, pipeline, and meeting targets consistently.
Utilize sales technologies such as Salesforce, Gong, LinkedIn Sales Navigator, Apollo, and AI prospecting tools.
Contribute ideas and best practices to improve team performance.
Requirements 1+ years of experience in sales, business development, recruiting, or other customer-facing roles.
Excellent verbal and written communication abilities.




Comfortable making a significant number of outbound phone calls daily.
Strong organizational skills to manage a large number of prospects.
Competitive, resilient, and goal-oriented mindset.
Curious, open to coaching, and committed to continuous improvement.
Solid work ethic and a desire to build a career in technology sales.
Ability to work from the Vancouver office three days per week.
Nice to have Experience in SaaS sales or outbound prospecting.
Familiarity 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.
Skills & tools Salesforce
Gong
LinkedIn Sales Navigator
Apollo
AI-powered prospecting tools
Practical notes This role offers a competitive total compensation package including base salary, equity, and comprehensive benefits.
Employer-funded retirement contributions match dollar-for-dollar up to 0.75% of eligible compensation annually.
Career development allowance of $1500 USD per year.
Flexible paid time off program.
Home office setup includes choice of company-owned laptop (Mac or PC), monthly internet reimbursement, and $500 USD for workstation customization.
Paid parental leave program: 20 weeks for birthing parents, 16 weeks for non-birthing parents.
Hybrid role requiring 3 days per week in the Vancouver office.
Tailscale is committed to an accessible and inclusive hiring process; accommodations can be requested.

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📌 Sales Development Representative (British Columbia)
🏢 Tailscale
📍 British Columbia