GrepJob
Tailscale

Solutions Engineer - Commercial (Expansion Sales)

Tailscale
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about 1 month ago
Remote, CanadaMid Level / Senior

Responsibilities

  • Partner with AEs to identify, qualify, and close new Commercial customer opportunities.
  • Lead technical discovery, solution architecture, demos, and POCs to accelerate decision-making.
  • Guide complex multi-stakeholder deals, aligning technical and business objectives.
  • Provide structured feedback to shape product roadmap and GTM strategy.
  • Build scalable enablement resources, demo environments, and solution blueprints for the SE team.

Requirements

  • 4/5+ years in a customer-facing SE/SA role within networking or security software.
  • Proven experience co-owning pipeline and influencing quota outcomes with Sales.
  • Strong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting skills.
  • Deep understanding of zero-trust networking, secure connectivity, and IAM integrations.
  • Familiarity with privileged access management (PAM) and session recording.
  • Experience with infrastructure as code tools such as Terraform, Pulumi, Ansible, or CloudFormation.
  • Hands-on architecture experience with AWS, GCP, and/or Azure.
  • Excellent communication skills, capable of translating technical features into business value.
  • Experience thriving in high-growth or startup environments.

Benefits

  • An inclusive, flexible environment where you can be your authentic self.
  • A competitive total compensation package including base salary and equity.
  • Comprehensive group benefits with no waiting period for health, vision, and dental coverage.
  • Remote first company with options for co-working and virtual events.
  • Support for personal and professional development with an annual budget for training.
  • Flexible paid time off program for work-life integration.
  • Build-your-own home office setup with a company laptop and reimbursement for internet.
  • Generous parental leave program from your first day.

Tech Stack

AnsibleAWSAzureGoogle Cloud PlatformTerraform

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