Director of Engineering - Booking (CA or US)

Jane

1d•$240,000 - $390,000•Remote

About The Position

Booking is one of the most critical parts of Jane's platform. Scheduling is at the heart of how clinics operate, helping practitioners stay on time, reduce administrative work, and deliver a great patient experience. It's also one of Jane's highest-scale systems, handling more than 70% of all API traffic. The group owns Scheduling, Patient Booking, Communications, Telehealth, and Marketplace. You'll lead across five teams with the opportunity to evolve one of Jane's most business-critical product areas. This is a leadership role focused on building exceptional engineering teams, growing engineering leaders, and creating the environment for teams to do their best work. You'll help shape the technical direction, organization, and ways of working as the group continues to innovate and provide best in class experiences to our customers. AI will be central to that journey. We're looking for someone who understands how agentic workflows and AI-assisted development are changing how software is built and is excited to help define what great engineering looks like in an AI-native world. If you're a builder who enjoys growing organizations, developing leaders, and shaping both the technical and AI direction of a high-scale platform, we'd love to meet you.

Requirements

Track record of 7+ years leading engineering teams, including managing managers, staying close to the technical problems your team faces and building alongside them - not several years removed from the work - and driving team growth and results by unlocking a team's potential.
Experience leading engineering teams building products that customers rely on every day, standing up to real-world, on-demand traffic from large numbers of users, with a strong customer UX bar.
Experience as an active builder who leads by example on AI - you may have built your own tools or workflows - with a developed, specific point of view on AI's impact on software delivery within an existing platform, including fluency with concepts like evals and the forward deployed engineer model.
Experience translating technical work into terms product and business stakeholders act on, managing dependencies across groups and advocating clearly for customer needs.
Experience leading with an iterative, experimentation-first approach to building - shipping, learning fast, and adjusting course.
Experience scaling engineering teams through periods of real growth - new product lines, rising customer demand, increasing scale - rather than just steady-state maintenance.

Nice To Haves

Some experience in a highly regulated area such as healthcare or fintech is a plus.

Responsibilities

Lead our Booking engineering org to ship at high velocity without sacrificing quality, even as the group expands into new product lines and rising customer demand.
Drive faster, smarter building across Booking by embedding a clear point of view on AI into workflows and team structure, without compromising quality.
Build incredible experiences for patients and clinics, in tight partnership with Product, Design, and the wider business across Booking's trio model.
Grow your team of strong engineering leaders and builders, coaching your teams, investing in their skills, while raising the bar for engineering excellence and customer delight in step with Jane's values.
Shape Booking's technical roadmap to track Jane's growth initiatives, partnering with stakeholders across the business as new product lines and customer demand take the company in new directions.