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.

In this opportunity as a Lead Software Engineer, AI, you will:

• 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

• 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…