JobsDevOpsSolutions Engineer - Commercial (Expansion Sales)
Tailscale

Tailscale

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DevOps

Solutions Engineer - Commercial (Expansion Sales)

RemotemidPosted Aug 17, 2026
TCPDNSTerraformAWSGCPAzureAnsibleCloudFormation+11 more

About this role

Tailscale seeks an experienced Commercial Solutions Engineer to partner with Sales in driving new business for Commercial customers. You'll co-own a book of business with Account Executives, lead technical discovery and architecture design, and act as a trusted advisor blending deep networking and security expertise with strong sales acumen.

Must have

4/5+ years in customer-facing SE/SA role within networking or security software

Proven experience co-owning pipeline and influencing quota outcomes with Sales

Strong networking fundamentals and troubleshooting skills

Deep understanding of zero-trust networking and IAM integrations

Understanding of AI gateway and governance platforms for LLM access

Familiarity with privileged access management and protocol-aware controls

Experience with infrastructure as code tools such as Terraform or Ansible

Hands-on architecture experience with AWS, GCP, and/or Azure

Excellent communication skills translating technical features into business value

Experience thriving in high-growth or startup environments

Technologies

AWSAzureLinuxTerraformAnsibleGCPSecurityTCPOAuthAICloudFormationDNSRoutingVPNInfrastructure as a CodeFirewallNetworkingLLMsPulumi

Responsibilities

Partner with AEs to identify, qualify, and close new Commercial customer opportunities

Lead technical discovery, solution architecture, demos, and POCs

Guide complex multi-stakeholder deals aligning technical and business objectives

Provide structured feedback to shape product roadmap and GTM strategy

Build scalable enablement resources and solution blueprints for the SE team

Benefits

Health insuranceDental insuranceVision insuranceRetirement benefits with matchWellness platform with incentivesCompetitive salary and stock option planFlexible PTOHome office allowanceParental leaveRemote workProfessional development

Amenities

Monthly home internet reimbursement and $500 USD for workstation customizationCompany-owned laptop choice of Mac or PCCorporate co-working program access to WeWork and similar spacesFlexible paid time off for any life situation

Recruitment process

1

Target OTE includes base salary plus variable compensation tied to quarterly sales targets

2

Fully distributed company founded in 2019 and backed by Accel, CRV, Insight, Heavybit, and Uncork Capital

3

Annual company retreat and team off-sites for in-person connection

4

$1500 USD annually for professional development

5

AI-assisted tools used in hiring process with all decisions made by people