Engineering Manager, Strategic Projects

2 hours, 42 minutes ago
Full-time
Lead
Software Development
Tailscale

Tailscale

Tailscale is a zero config VPN service that simplifies network security and connectivity for teams of any scale, offering easy deployment, minimal latency, and compatibility with existing services.

Diversified Telecommunication Services
51-250
Founded 2019
$115M raised

Description

  • Manage and mentor a small team of senior engineers in a fast-moving startup environment.
  • Drive business outcomes through platform adoption, customer integrations, and roadmap influence.
  • Make major design decisions on prototypes that may graduate into production surface area.
  • Own the quality bar for externally visible artifacts such as reference architectures, open source projects, talks, and customer integrations.
  • Set the team’s approach to AI coding tools, including agent selection, workflows, review practices, and security controls.
  • Hire, nurture, and oversee engineers while building a fun, creative, inclusive team culture with candid feedback.
  • Collaborate with core platform engineering, security, product, go-to-market, and reference customers on cross-functional projects.
  • Translate market signals and customer conversations into shippable POCs and reference designs.
  • Balance rapid prototype cycles with longer-term strategic planning across connectivity, identity, and AI infrastructure.
  • Support direct customer co-development and occasional travel for onsites, conferences, and customer visits.

Requirements

  • Substantial experience managing and mentoring engineering teams, including performance, career development, hiring, and culture.
  • Experience developing in Go.
  • Heavy daily use of coding agents such as Claude Code or Cursor, and LLMs in engineering workflows.
  • A clear point of view on where AI tools help, where they fail, and how to wrap them in review and security practices.
  • Ability to coach engineers to use AI coding tools effectively while maintaining production standards.
  • Comfort with exploratory, customer-facing engineering and translating customer conversations into prototypes and reference designs.
  • Comfort working in an early-stage, strategy-driven environment where priorities shift quickly and shipping standards remain high.
  • Nice-to-have: experience building applications on top of LLMs and agentic systems.
  • Nice-to-have: networking background, including L4-L7 connectivity, browser and DNS behaviors, and familiarity with Tailscale.
  • Nice-to-have: identity infrastructure background, including IdP platforms, directory services, OAuth, OIDC, SAML, SCIM, RBAC/ABAC, session management, MFA, and passwordless auth.

Benefits

  • Base salary range of $206,000 to $257,000 USD.
  • Equity included as part of the compensation package.
  • Comprehensive group benefits with no waiting period, including health, vision, and dental coverage for employees and family.
  • Remote-first work environment with flexibility in where and when you work.
  • Annual professional development budget of $1,500 USD, plus mentorship, coaching, and internal promotion opportunities.
  • Flexible paid time off to support work-life integration.
  • Home office setup support, including a company-owned laptop, monthly home internet reimbursement, and $1,000 USD for workstation customization.
  • Generous parental leave top-ups for up to 26 weeks from day one.

Interested in this position?

Apply directly on the company website

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