Remote Commercial Solutions Engineer

WinsAbove; United States; On-site; USD 150,000 - 200,000; Full time

Benefits offered by this job

Inclusive, flexible environment

Competitive compensation package

Comprehensive benefits

Remote first; virtual and in-person

Job summary

Tailscale is seeking an experienced Commercial Solutions Engineer to partner with Sales in driving new business for Commercial customers. You will co‑own a book of business with Account Executives, lead technical discovery and architecture design, and act as a trusted advisor to customers.

This role blends deep networking and security expertise with strong sales acumen to win competitive deals, scale enablement, and influence product direction.

Qualifications

• 4–5+ years in a customer-facing SE/SA role within networking or security software.
• Experience co-owning pipeline and influencing quota outcomes with Sales.
• Strong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting.
• Deep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC).
• Understanding of AI gateway and governance platforms for centralized LLM access, usage visibility, and audit.
• Familiarity with privileged access management (PAM) including session recording, just-in-time access, and protocol-aware controls.
• 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.

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.

Skills

Sales engineering

Pipeline ownership

Networking fundamentals

Zero-trust networking

IAM integrations

PAM concepts

IaC tools

AWS/GCP/Azure

Communication skills

Startup experience

Tools

Terraform

Pulumi

Ansible

CloudFormation

AWS

GCP

Azure

Job description

Tailscale is seeking an experienced Commercial Solutions Engineer to partner with Sales in driving new business for Commercial customers. You will co‑own a book of business with Account Executives, lead technical discovery and architecture design, and act as a trusted advisor to customers.

This role blends deep networking and security expertise with strong sales acumen to win competitive deals, scale enablement, and influence product direction.