Director of AI-Driven Engineering

25 Madison; United States; On-site; USD 150,000 - 200,000; Full time

Job summary

25 Madison is looking for a hands-on Director of Engineering to lead product development and grow their engineering organization. You will work closely with the CTO to shape architecture and engineering culture.

This role offers significant influence over product direction and aims to accelerate delivery through modern AI-assisted development workflows. Ideal candidates have rich experience in software production and team leadership while thriving in a fast-paced startup environment focused on improvement and patient outcomes.

Qualifications

• Significant experience building and shipping production software.
• Experience leading and growing engineering teams.
• Strong software architecture and system design skills.

Responsibilities

• Lead day‑to‑day engineering execution across product and platform initiatives.
• Partner with the CTO on technical architecture and engineering strategy.
• Recruit, hire, and develop a high‑performing engineering organization.

Skills

Software architecture

Team leadership

Recruiting

AI-native software development

Communication

Job description

25 Madison is looking for a hands-on Director of Engineering to lead product development and grow their engineering organization. You will work closely with the CTO to shape architecture and engineering culture.

This role offers significant influence over product direction and aims to accelerate delivery through modern AI-assisted development workflows. Ideal candidates have rich experience in software production and team leadership while thriving in a fast-paced startup environment focused on improvement and patient outcomes.