Solutions Engineer - Commercial (Expansion Sales)

div class= content-intro p strong About Tailscale /strong /p

p Tailscale is making safe connection effortless 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. /p /div h3 span style= font-size: 12pt; strong About the Role /strong /span /h3

p 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. /p

h3 strong Key Responsibilities /strong /h3

ul

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

li Lead technical discovery, solution architecture, demos, and POCs to accelerate decision-making. /li

li Guide complex multi-stakeholder deals, aligning technical and business objectives. /li

li Provide structured feedback to shape product roadmap and GTM strategy. /li

li Build scalable enablement resources, demo environments, and solution blueprints for the SE team. /li

/ul

h3 strong What We Are Looking For /strong /h3

ul

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

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

li Strong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting skills /li

li Deep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC) /li

li Understanding of AI gateway and governance platforms for centralized LLM access, usage visibility, and audit /li

li Familiarity with privileged access management (PAM) including session recording, just-in-time access, and protocol-aware controls (e.g., Border0, CyberArk, Teleport) /li

li Experience with infrastructure as code tools such as Terraform, Pulumi, Ansible, or CloudFormation /li

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

li Excellent communication skills, capable of translating technical features into business value /li

li Experience thriving in high-growth or startup environments /li

/ul

p As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set. /p div class= content-pay-transparency div class= pay-input div class= description p For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets. /p /div div class= title CAN Pay Range (OTE) /div div class= pay-range span $201,000 /span span class= divider /span span $268,000 CAD /span /div /div /div div class= content-conclusion p em data-stringify-type= italic Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. /em strong data-stringify-type= bold em data-stringify-type= italic We encourage you to help us break that statistic! /em /strong /p

p strong What We Offer /strong /p

ul

li strong An inclusive, flexible environment where you can be your authentic self. /strong We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life. /li

li strong A competitive total compensation package. /strong This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). /li

li strong Comprehensive group benefits with no waiting period. /strong Take advantage of coverage for health, vision, dental, and more for you and your family! /li

li strong Remote first company /strong —most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description. /li

li strong Employer-funded retirement contributions. /strong Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation. /li

li strong Connect with other Tailscalars IRL. /strong Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration. strong br /strong /li

li strong Support for your personal and professional development. /strong Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. /li

li strong Paid time off and a healthy work-life integration. /strong Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world! /li

li strong A build-your-own home office setup. /strong You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own. /li

li strong Paid parental leave program /strong . We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents). /li

/ul

p em Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter. /em /p

p em Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people. /em /p

p em 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 and scams, please visit a href= https://tailscale.com/scam-awareness https://tailscale.com/scam-awareness /a . /em /p /div