About Tailscale

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

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.

Responsibilities

• Partner with Account Executives to identify, qualify, and close new Commercial customer opportunities.
• Lead technical discovery, solution architecture, demos, and proofs of concept 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.

What We Are Looking For (Qualifications)

• 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
• Deep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC)
• Hands-on architecture experience with AWS, GCP, and/or Azure
• Strong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting skills
• Excellent communication skills, capable of translating technical features into business value
• Experience thriving in high-growth or startup environments

What We Offer

• An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company.
• A competitive total compensation package including base salary, equity, and variable commission (for quota-based roles).
• Comprehensive group benefits with no waiting period for health, vision, dental, and more for you and your family.
• Remote-first company with optional in-office collaboration; some roles may require in-person work noted in the job description.
• Opportunities to connect with teammates through company events and travel budget options.
• Support for personal and professional development, including up to $1500 USD annually for development and mentorship/opportunities for growth.
• Paid time off and a focus on work-life balance.
• Build-your-own home office setup with company-owned hardware options, internet reimbursement, and workstation customization funds.
• Parental leave with top-ups for up to 26 weeks from day one.

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, please visit tailscale.com/scam-awareness.

Location & Additional Details

London, England, United Kingdom

UK Pay Range (OTE): £118,500—£158,000 GBP

London, England, United Kingdom – 4 days ago (example posting date)