Head of Engineering - AI-Powered Document Processing Solutions

About the Role

We're looking for a Head of Engineering to lead our technical team and drive the development of our AI-powered platform. This Head of Engineering remote position is a hands-on leadership role—you'll be writing code, debugging production issues, and building features alongside your team, not just managing from a distance. You'll own the engineering organization, technical architecture, and product delivery while working closely with the CEO to execute on company strategy.

What You'll Do

• Write code daily—this is a player-coach role where you'll be hands-on with architecture, features, and firefighting production issues.
• Lead and grow the engineering team, establishing processes and culture that balance speed with quality.
• Own technical architecture decisions across our document processing, AI/ML, and cloud infrastructure.
• Drive product development for FileFlow (legal document processing) and Lit Hub.
• Jump into whatever needs doing—database optimization, API integrations, deployment pipelines, customer escalations.
• Ensure platform reliability, security, and compliance with HIPAA, SOC2, and enterprise requirements.
• Optimize AI accuracy and performance for document extraction, OCR, and intelligent processing workflows.
• Collaborate directly with the CEO on roadmap, resourcing, and strategic technical decisions.
• Manage cloud infrastructure (Azure) and vendor relationships.

Requirements

• 8+ years of software engineering experience, with 3+ years leading engineering teams.
• You still love to code and can't imagine a role where you're not building.
• Experience building and scaling B2B SaaS products, ideally in regulated industries (legal, healthcare, insurance).
• Strong background in AI/ML applications, particularly document processing, NLP, or computer vision.
• Hands-on technical skills with modern cloud architecture (Azure and/or GCP preferred).
• Track record of shipping products that meet enterprise security and compliance requirements.
• Thrives in ambiguity—comfortable making decisions with incomplete information and course-correcting as needed.
• Experience with OCR, document intelligence APIs, and vector databases.
• High ownership mentality: you see a problem, you fix it, you don't wait for permission.
• Excellent communication skills and ability to translate technical concepts for non-technical stakeholders.
• Willingness to relocate to Houston, TX.

Nice to Have

• Background in legal tech or healthcare technology.
• Familiarity with SOC2 compliance and HIPAA requirements.
• Previous experience at early-stage startups.

What We Offer

• Competitive salary and equity.
• Opportunity to shape the technical direction of a growing AI company.
• Direct collaboration with company leadership.
• Relocation assistance to Houston.