Head of AI

Head of AI

Head of AI

Location

New York, NY

Level

VP

Reports To

CPTO

Salary Range

$250k - $500k

About Manifest

Manifest OS is an AI-native company on a mission to replace the billable hour and make legal services more accessible for American businesses and consumers. We power the next generation of AI-native law firms with one unified global brand, a proprietary technology platform, and a centralized back office — enabling lawyers to eliminate the administrative burden and focus on delivering exceptional outcomes for their clients. Backed by leading venture investors, Manifest OS is scaling rapidly.

About the team

You'll own the AI/ML function at Manifest, reporting directly to our CPTO and partnering with engineering, product, design, and our embedded legal practitioners. Today's AI and data team is small and founding (a handful of engineers); you'll recruit and scale it as the platform matures. You'll work alongside lawyers and paralegals who are deeply embedded in the workflows you'll be making better, and an engineering organization that ships daily.

Ideal experience

- 8+ years building production AI systems, with the past few years deeply engaged in LLM-native development: agents, evals, retrieval, structured generation, and human-in-the-loop design over complex document workflows. - Strong instincts on the generative side: narrative drafting, evidence synthesis, and structured argumentation, not just extraction and classification. You see generative quality as where real margin lives. - Strong data modeling instincts: schema design and evolution, provenance tracking, and conflict resolution at scale. - Track record of translating messy, high-stakes operational workflows into reliable AI systems, ideally in regulated, document-heavy domains (legal, healthcare, compliance, financial services). - You've built confidence and quality frameworks for ambiguity: scoring, exception routing, and feedback loops that make systems more trustworthy over time rather than accumulating tech debt. - Strong product and systems judgment: you know when to ship a feature, when to invest in the platform, and how to sequence the two. - You've recruited, hired, and led strong AI/ML engineers, and you've stayed close to the technical work. - Thrives in a fast-moving, high-candor, in-office environment.

About the role

You'll own AI architecture, prioritization, and evaluation across Manifest. You'll build the systems that turn unstructured upstream inputs (passports, diplomas, recommendation letters, employment contracts, tax records, questionnaires) into structured, trustworthy data that powers everything downstream, and the systems that help curate, validate, and improve that data layer over time. With that layer as substrate, you'll build the AI features that power form pre-filling, cover letter drafting, criterion block assembly, dynamic questionnaire generation, case evaluation, and task prioritization, each one grounded, auditable, and reviewable. You'll build the confidence scoring and human-in-the-loop workflows that let attorneys and paralegals trust AI outputs before they reach a government filing. And you'll recruit and lead the team that compounds this work over time.

This for you if

You want to build AI infrastructure from the ground up in a domain where the leverage is enormous and the stakes are real. You're excited that the architecture was designed with AI in mind from the start, not retrofitted onto a legacy system. You think LLM-natively: agents, evals, and generation are your default building blocks, not classical pipelines with LLM steps bolted on. You see AI as a systems design problem as much as a machine learning one, and you treat the underlying data layer as a first-class engineering concern rather than a downstream artifact. You're equally comfortable in a notebook, a design review, or sitting with a paralegal to understand why a particular form keeps tripping their workflow.

Not for you if

This isn't for AI leaders whose foundation is pre-LLM thinking: classical build-train-tune pipelines with LLMs bolted on as a polish layer. If your default mental model treats AI as a deterministic pipeline rather than agents, evals, and generation as the architectural center, you'll find this role frustrating. The generative side is where our margin lives: if your strength stops at extraction and classification, the work won't play to it. Same goes for research-first leaders. Immigration is unforgiving of errors, so we need someone who ships systems attorneys will use tomorrow and treats trust, confidence, and reviewability as first-class engineering concerns from day one.

Apply for this position

Resume/CVAccepted file types: .pdf, .doc, .docx
Cover LetterAccepted file types: .pdf, .doc, .docx

POWERING THE FUTURE OF LAW

Aligned. Intelligent. Human.

Manifest OS enables its exclusive law firms to provide legal services faster and focus on what matters. We do that by powering them with a unified brand standard, centralized back office, and powerful AI-native software suite.

POWERING THE FUTURE OF LAW

Aligned. Intelligent. Human.

Manifest OS enables its exclusive law firms to provide legal services faster and focus on what matters. We do that by powering them with a unified brand standard, centralized back office, and powerful AI-native software suite.

POWERING THE FUTURE OF LAW

Aligned. Intelligent. Human.

Manifest OS enables its exclusive law firms to provide legal services faster and focus on what matters. We do that by powering them with a unified brand standard, centralized back office, and powerful AI-native software suite.

Disclaimer: Manifest Legal Tech, Inc. and Manifest OS is not a law firm and does not provide legal services. Nothing on this website is intended to be legal advice or attorney advertising. Any legal services are provided by Manifest O.S.-powered law firms available at www.manifestlaw.com

©Copyright 2026 Manifest Legal Tech, Inc.

SOC 2 Certification

Disclaimer: Manifest Legal Tech, Inc. is not a law firm. Any legal services are provided by Manifest-powered law firms available at www.manifestlaw.com

©Copyright 2026 Manifest Legal Tech, Inc.

SOC 2 Certification

Disclaimer: Manifest Legal Tech, Inc. is not a law firm. Any legal services are provided
by Manifest-powered law firms available at www.manifestlaw.com

©Copyright 2026 Manifest Legal Tech, Inc.

SOC 2 Certification