Tailscale

Manager, Sales Development Representative

Tailscale

full-time

Posted on:

Location Type: Hybrid

Location: Vancouver • 🇨🇦 Canada

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Salary

💰 CA$160,000 per year

Job Level

JuniorMid-Level

About the role

  • Lead, coach, and mentor a team of Sales Development Representatives with clear goals, actionable feedback, and ongoing skill development.
  • Become an expert in how Tailscale solves real customer problems, and train your team to articulate that value with clarity and confidence.
  • Build, refine, and operationalize our prospecting playbook across inbound and outbound channels.
  • Drive team performance through regular coaching sessions, call reviews, pipeline reviews, and weekly/monthly operational cadences.
  • Partner closely with Sales, Marketing, RevOps, and Enablement to align ICP, improve lead quality, run campaigns, and accelerate pipeline creation.
  • Own SDR KPIs: track performance, forecast pipeline creation, and use data to identify opportunities for conversion improvements.
  • Recruit, onboard, and ramp exceptional SDR talent, helping them grow into future Account Executives or leaders at Tailscale.
  • Foster an inclusive, collaborative, high-energy culture rooted in curiosity, accountability, and customer empathy.
  • Represent the SDR team in cross-functional planning and help shape our go-to-market strategy as we scale.

Requirements

  • 2+ years experience leading SDR or BDR teams in a B2B SaaS environment
  • A track record of coaching SDRs, improving prospecting performance, and consistently meeting pipeline targets
  • Experience in outbound and inbound prospecting motions across multiple segments and personas
  • Strong written and verbal communication skills with the ability to break down complex ideas simply
  • A data-driven mindset - comfortable using metrics, reporting, and tooling (Salesforce, Outreach, Gong, Sales Navigator, etc.) to guide decisions
  • Ability to manage many activities and priorities simultaneously while keeping the team focused on what matters most
  • A passion for coaching, developing future sales talent, and helping others succeed
  • Willingness to travel 25% of the time for industry events or team gatherings
Benefits
  • An inclusive, flexible environment where you can be your authentic self.
  • A competitive total compensation package.
  • Comprehensive group benefits with no waiting period.
  • Remote first company—most of our teams work fully remotely.
  • Connect with other Tailscalars IRL.
  • Support for your personal and professional development.
  • Paid time off and a healthy work-life integration.
  • A build-your-own home office setup.
  • Generous parental leave program from your first day.

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
coachingprospectingpipeline managementperformance trackingdata analysissales forecasting
Soft skills
leadershipcommunicationcollaborationaccountabilitycustomer empathytime management