Commercial Solutions Engineer: New Business (Remote)

WinsAbove; Northern (KY); Hybrid; USD 150,000 - 200,000; Full time

Benefits offered by this job

Inclusive environment

Equity + base salary

Group benefits

Remote first

Employer-funded retirement

Company retreats

Professional development $1500

Paid time off

Home office stipend

Paid parental leave

Job summary

Tailscale is seeking a seasoned 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 sales acumen to win deals, scale enablement, and influence product direction. Remote-first with strong benefits and growth opportunities.

Qualifications

• 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 (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 (e.g., Border0, CyberArk, Teleport).
• 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

Networking fundamentals

Zero-trust networking

IAM integrations

PAM

Terraform

Pulumi

Ansible

CloudFormation

AWS

GCP

Azure

Tools

Border0

CyberArk

Teleport

Job description

Tailscale is seeking a seasoned 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 sales acumen to win deals, scale enablement, and influence product direction. Remote-first with strong benefits and growth opportunities.