AI-Driven Engineering Manager, Strategic Projects

Tailscale; United States; Remote; USD 206,000 - 257,000; Full time

Benefits offered by this job

Flexible work environment

Competitive total compensation package

Comprehensive group benefits

Paid time off

Professional development reimbursement

Home office setup reimbursement

Generous parental leave program

Job summary

Tailscale is looking for a full-time Software Engineering Manager to join the Strategic Projects team. This position requires managing a talented team of engineers, driving business outcomes, and making significant design decisions on prototypes. You will work asynchronously with highly technical customers.

Ideal candidates will have substantial experience in engineering management, familiarity with using coding agents, and comfort with a fast-paced startup environment. The role offers remote flexibility and comprehensive benefits including competitive compensation.

Qualifications

• Substantial experience managing and mentoring engineering teams.
• Experience developing in Go, the primary language across Tailscale’s stack.
• Heavy daily use of coding agents and LLMs in your engineering workflow.
• Comfort with exploratory, customer-facing engineering.
• Comfort with the cadence of a strategy team in a startup.

Responsibilities

• Manage a senior team of engineers in a growth-stage startup.
• Drive business outcomes by influence on Tailscale’s roadmap.
• Make major design decisions and own the quality bar for the team's artifacts.
• Collaborate on projects spanning domains with direct customer involvement.
• Drive planning balancing fast prototype cycles against longer-term goals.

Skills

Management experience

Team mentoring

Experience in Go

Using coding agents

Strategic engineering

Tools

Claude Code

Cursor

Job description

Tailscale is looking for a full-time Software Engineering Manager to join the Strategic Projects team. This position requires managing a talented team of engineers, driving business outcomes, and making significant design decisions on prototypes. You will work asynchronously with highly technical customers.

Ideal candidates will have substantial experience in engineering management, familiarity with using coding agents, and comfort with a fast-paced startup environment. The role offers remote flexibility and comprehensive benefits including competitive compensation.