Director, Engineering

What You'll Do

• Own the vision, roadmap, and execution for Customer.io's billing platform: a custom, in-house system built for real SaaS complexity — usage-based billing, subscription management, and multi-tier pricing
• Partner with Product, Finance, and Engineering leadership to align billing strategy with company goals and unlock Customer.io's next phase of growth
• Make build-vs-buy decisions with conviction, and lead the team through them
• Mentor and develop engineering managers and senior technical leaders on your team
• Drive a culture of accountability, transparency, and continuous improvement across the org
• Leverage AI tools to accelerate team velocity and bring an AI-native perspective to how the team builds

What We're Looking For

• 12+ years of software engineering experience, with 8+ years leading engineering teams
• At least 4+ years managing engineering managers and/or directors
• Proven track record of taking complex, custom platform initiatives from zero-to-one at a SaaS or marketplace company — you've built something from near-nothing and seen it through to production at scale
• Deep understanding of SaaS software architecture, cloud-native infrastructure, and the tradeoffs that come with building in-house vs. buying
• Experience in domains requiring real platform complexity — not just feature development, but systems that other parts of the business depend on
• Ability to translate technical complexity into clear strategy and communicate effectively with both engineers and executives
• Strong track record building high-performing teams: hiring, developing talent, creating career paths, and navigating team transitions with care
• Demonstrated AI-native leadership — not just personal fluency, but a track record of bringing AI-first development practices into how your team works
• Comfort operating in ambiguity and making difficult tradeoffs between competing priorities

Bonus Points

• Experience at high-growth SaaS companies; you have delivered results at a startup
• Track record of shipping in high-velocity product orgs where your domain was treated as a first-class engineering concern
• Experience in the domains of audience segmentation, customer data platforms (CDPs), self-service or growth

Compensation & Benefits

• Starting salary: $230,000-$270,000 USD (or equivalent in local currency) depending on experience and subject to market rate adjustment
• 100% coverage of medical, dental, vision, mental health, and supplemental insurance premiums for you and your family
• 16 weeks paid parental leave
• Unlimited PTO
• Stipends for remote work and wellness
• Professional development budget