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sales

Posted 2 days ago

Sales Development Representative (Outbound)

at Tailscale

Hybrid

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.
  • Schedule high-quality discovery meetings for the sales team.
  • Build the foundation for future growth into an Account Executive or other revenue leadership role. Why Tailscale?
  • Build a career in enterprise SaaS sales with clear opportunities for advancement.
  • Collaborate in a supportive, high-performing team that values curiosity, ownership, and continuous improvement.
  • Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.

Requirements

  • 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
  • Leverage modern sales technologies including Salesforce, Gong, LinkedIn Sales Navigator, Apollo, and AI-powered prospecting tools.
  • Strong organizational skills and the ability to manage a large portfolio of prospects
  • Ability to work from our Vancouver office three days per week #LI-Hybrid Nice to Have •
  • 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 What Success Looks Like
  • Master modern outbound sales techniques across phone, email, and social selling.
  • Develop deep knowledge of Tailscale's products and customer use cases.
  • Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.

Experience

  • 1+ years of sales, business development, recruiting, or other customer-facing experience preferred

Benefits

  • As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels.
  • Tailscale's compensation package includes base salary, equity, and comprehensive benefits.
  • The salary range displayed on each job posting represents the target range for a new hire's base salary.
  • For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.
  • CAN Pay Range (OTE) $107,200 — $120,600 CAD
  • A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). Comprehensive group
  • benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
  • Employer-funded retirement contributions.
  • Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.
  • Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
  • You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.
  • Paid parental leave program .
  • We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).

Contact

  • Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses.
  • For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness .

Additional details

  • 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. Job Description
  • 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.
  • Partner closely with Account Executives to build pipeline and execute territory plans.
  • Become an expert on Tailscale's platform, customers, and competitive landscape.
  • Consistently meet or exceed activity, pipeline, and meeting goals.

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