Lead Software Engineer, CoCounsel AI Drafting

Lead Software Engineer, AI

Are you ready to shape the future of legal technology with AI? Do you thrive in ambiguous, fast-moving environments where you can build products from the ground up?

We're looking for a Lead Software Engineer to join the CoCounsel Drafting team. In this role, you'll be hands‑on designing and building the systems that transform how attorneys draft, review, and refine legal documents. You'll architect LLM‑powered drafting flows — orchestrating AI pipelines, prompt layers, and frontend experiences into a seamless product. You'll have the autonomy to focus on what matters: solving hard technical problems and shipping impactful products.

If you're energized by ambiguity, take initiative without being asked, and love building new products — this role is for you.

Why this matters:
Attorneys spend 60‑70% of their time drafting documents. The tools we build are fundamentally transforming the practice of law — giving legal professionals back countless hours to focus on higher‑value work for their clients. We’re deeply committed to our customers’ success, and we’re looking for an engineer who shares that passion for making a real difference in how legal work gets done.

• Design and build AI‑powered features for legal document drafting, working across the full stack from backend services to frontend experiences
• Architect LLM‑integrated systems — designing prompt orchestration, AI pipelines, and the integration layers that connect AI capabilities to user‑facing products
• Design for reliability and observability in AI systems, ensuring low‑latency responses and high‑quality outputs within the drafting engine
• Drive technical decisions by evaluating trade‑offs, proposing architectures, and leading implementation of complex systems
• Thrive in ambiguity by proactively identifying problems, proposing solutions, and driving decisions without waiting for direction
• Collaborate cross‑functionally with Product, Design, and Research to define requirements and deliver impactful features that solve real customer problems
• Mentor and elevate the team by sharing knowledge, reviewing code, and raising the bar for engineering excellence
• Embrace 0‑to‑1 thinking by building new capabilities from scratch — operating like a startup within a larger organization
• Own quality and delivery by writing well‑tested, maintainable code and ensuring the team ships reliably

You’re a fit for the role of Lead Software Engineer, AI if you have the following required qualifications:

• 7+ years of software engineering experience with a track record of delivering complex, high‑impact systems
• Experience building and deploying applications powered by LLMs — you understand the unique challenges of AI‑integrated systems
• Proven 0‑to‑1 experience — you’ve built products from scratch, thrive in ambiguity, and know how to make decisions with incomplete information
• Strong technical foundation in our stack: C#, Python, Angular/React, and AWS
• Demonstrated proactivity — you identify what needs to be done and drive it forward without waiting to be asked
• Experience leading technical initiatives and influencing engineering direction without formal authority
• Customer‑obsessed mindset — you care deeply about the impact your products have on real users
• Excellent communication skills with the ability to collaborate across engineering, product, and design

Additional preferred qualifications include:

• Experience with microfront end (MFE) architectures
• Background in prompt engineering, vector databases, or fine‑tuning language models
• Experience in legal technology, document automation, or enterprise SaaS products

• Hybrid Work Model: We’ve adopted a flexible hybrid working environment (2‑3 days a week in the office depending on the role) for our office‑based roles while delivering a seamless experience that is digitally and physically connected.
• Flexibility & Work‑Life Balance: Flex My Way is a set of supportive workplace policies designed to help manage personal and professional responsibilities, whether caring for family, giving back to the community, or finding time to refresh and reset. This builds upon our flexible work…