Senior Enterprise Solutions Engineer

About Us

Founded in 2021, Draftwise is a contract drafting, review, and negotiation AI powered by your legal knowledge. Draftwise executes complex drafting, review, and search workflows directly within Microsoft Word, drawing from your organization's best guidance, precedent, and language.

Draftwise serves top law firms and legal departments globally, including over half the Vault 10, dozens of Am Law 100 firms, and Fortune 500 organizations. The company is headquartered in New York and has offices in London.

Join Our Mission

Draftwise is building AI that makes contract work faster and more precise for the world's leading law firms. Our platform unlocks institutional knowledge from decades of legal work, helping lawyers draft and negotiate with greater efficiency and accuracy.

You'll work alongside experienced engineers from companies like Palantir and Google, plus legal professionals from top global firms, building technology that elite lawyers use daily.

Why Join Draftwise

**Proven Product-Market Fit

**Our core technology serves the legal industry's most demanding clients. You'll build solutions that lawyers at Vault 10, Magic Circle, and AmLaw 100 firms rely on for their most important work.

**Strong Foundation

**Y Combinator alumni with $20M Series A funding from Index Ventures. Work with the latest generative AI and machine learning technology while having the resources to execute ambitious projects.

**Meaningful Impact

**Your work directly improves how legal professionals serve their clients. Build features that users actively love and depend on, with immediate feedback on real-world impact.

Global Offices & Remote Culture

Offices in New York, London, and San Francisco with the possibility of remote work. Work with a global team while maintaining the flexibility that works best for you.

What we value

Strong communication skills in an open environment.

The ability to work independently and make informed decisions with minimal supervision.

Interest in working in a dynamic environment with dynamic objectives.

A commitment to autonomy, ownership, and delivering high-quality solutions.

Openness to giving and receiving constructive feedback.

About this role

We are seeking an experienced Senior Enterprise Solutions Architect to take a leadership role in shaping DraftWise’s technical strategy and serving as a subject matter expert (SME) in our deployment infrastructure, information security stance, and third-party integrations. This role will involve driving pre-sales engagement, leading enterprise rollout strategies, and ensuring ongoing customer success, with a strong focus on solving complex technical challenges and delivering scalable, impactful solutions that align with our customers’ strategic goals.

You will regularly interact with C-level executives, partners, and directors, requiring exceptional communication and presentation skills to effectively engage senior stakeholders.

Key Responsibilities

Technical Pre-Sales Leadership

• Guide customer leadership in understanding the differences between on-premise and cloud deployment options, effectively communicating the benefits of cloud adoption to support their long-term success.
• Lead infrastructure discussions with sponsors during pre-sales and pre-conversion phases.
• Oversee technical proof of concepts (PoCs) for prospective customers and address infrastructure-related inquiries.
• Articulate security considerations, deployment trade-offs, and the operational impact of different architectures, including when using Large Language Models (LLMs).

Enterprise Rollout Strategy

• Spearhead infrastructure planning and discussions to transition pilot programs into full-scale enterprise rollouts.
• Take ownership of Document Management System (DMS) integration conversations, providing clarity and direction for successful implementation.
• Engage senior stakeholders to articulate the value and technical architecture of rollout strategies.

Migration Technical Leadership

Oversee cus