What Dioptra.ai does

Dioptra.ai was a New York-based AI contract review platform founded in 2021 (incorporated as Dioptra, Inc. in New York) that built an AI agent for automated contract redlining and playbook enforcement within Microsoft Word. The platform's core technology orchestrates multiple large language models through a proprietary agentic framework to generate precise redlines, distill playbooks from executed agreements, extract terms, and flag issues — achieving 92-97% accuracy as independently validated by AmLaw 100 firm Wilson Sonsini Goodrich & Rosati. The product suite includes AI Redline Generation, Playbook Distillation, Term Search, Issues List & Risk Summaries, a Clause Library, and PromptIQ (a customizable agent framework), all delivered through a native Microsoft Word add-in.

The company operated a product-led growth model with three pricing tiers: Starter at $450/month ($4,320/year), Teams starting at $4,200/year per seat, and custom-priced Enterprise deployments with SSO and dedicated support. Customer segments spanned in-house legal teams at technology companies (Collibra, CyberOne), law firms from AmLaw 100 (Wilson Sonsini, Nelson Mullins) to boutique practices (Fennemore), alternative dispute resolution (American Arbitration Association), and vertical-specific buyers in biotech, SaaS, fintech, healthcare, and manufacturing. Distribution combined self-serve sign-up, Microsoft AppSource, and direct enterprise sales via Calendly-booked demos. The company secured strategic partnerships with Wilson Sonsini (March 2024), LawVu (April 2025), and the American Arbitration Association (March 2025), and was backed by Y Combinator, Engineering Capital, and NVIDIA Inception.

In July 2025, Dioptra entered a strategic partnership with Icertis that culminated in Icertis's full acquisition of Dioptra in November 2025 to integrate its AI redlining capabilities into Icertis's Vera-powered contract lifecycle management platform. Post-acquisition, Dioptra's founders (previously from Spotify, IBM Watson, Yahoo, and Columbia University collaborations) joined Icertis's product and engineering leadership to shape the acquirer's AI roadmap.

Name

Dioptra.ai

Legal name

Dioptra, Inc.

Website

https://dioptra.ai

Company type

Private

Founded year

2023

Operating status

Acquired

Headcount range

1–10 employees

Short description

Dioptra.ai built an AI-powered contract review agent that generates precise Microsoft Word redlines from playbooks, achieving 92-97% accuracy validated by Wilson Sonsini. The platform served in-house legal teams, law firms, and technology companies before being acquired by Icertis in November 2025.

Ownership category

akta.pro rank

Headquarters

HQ city

New York

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2B

Offering type

Software

Cost components

Personnel, Technology or R&D, Infrastructure, Marketing or Sales, Operations

Revenue model

1. Subscription SaaS - Starter Tier: Individual/solo user subscription providing unlimited contract reviews, Microsoft Word add-in access, out-of-the-box market playbooks and prompt library. Priced at $450/month or $4,320/year with 7-day free trial available.
2. Subscription SaaS - Teams Tier: Per-seat annual subscription with team collaboration features including team prompt library, 15-day free guided ROI realization, 30-day customized onboarding plan, and Bring Your Own Repository (BYOR) capability. Starting at $4,200/year per seat.
3. Subscription SaaS - Enterprise Tier: Custom pricing for enterprise deployments with 30-day free guided ROI realization, playbook building services, Enterprise SSO, dedicated support, and usage dashboard.

Pricing tiers

Go-to-market motion3 records

Distribution channels5 records

Marketing channels6 records

Core offering

Dioptra provides an AI-powered contract review platform that generates precise redlines in Microsoft Word from playbooks, executed contracts, standard forms, or prompts, achieving lawyer-level accuracy (95% on first-party contracts, 92% on counterparty paper). The platform includes AI Redline Generation, Playbook Distillation, Term Search, Issues List & Risk Summaries, a Clause Library, and a customizable PromptIQ agent framework, sold via SaaS subscription tiers to in-house legal teams and law firms.

Product overview

Dioptra.ai is an AI-powered contract intelligence platform offering a suite of integrated modules for automated contract review, redlining, and analysis. The core product is an AI Contract Review Agent that achieves 95%+ accuracy verified by Wilson Sonsini. Key modules include AI Redline Generation (for generating precise Word redlines from playbooks), Playbook Distillation (for creating AI-ready playbooks from executed contracts), Term Search (for extracting terms at scale), Issues List & Risk Summaries (for flagging non-market provisions), and Clause Library (for one-click insertions). The platform also includes PromptIQ for customizable AI agent behavior. All capabilities integrate natively with Microsoft Word through a dedicated add-in. Pricing tiers include Starter ($450/month), Teams (from $4,200/year per seat), and Enterprise (custom pricing with dedicated support and SSO). Dioptra was acquired by Icertis in November 2025 to enhance Icertis's Vera-powered platform with Dioptra's contract intelligence capabilities.

Differentiator

Problem solved

Functional benefit

Brands

• PromptIQ: Customizable AI agent feature for contract review that allows legal teams to tailor the agent's behavior while maintaining accuracy, with continuous self-improvement capabilities.

Products and services

• AI Contract Review Platform Subscription SaaS platform that reviews contracts with lawyer-level accuracy, applies custom playbooks, generates redlines in Microsoft Word, distills playbooks from historical agreements, searches and extracts terms at scale, generates issues lists and risk summaries, and maintains a clause library with one-click insertions. Sold to in-house legal teams and law firms via Starter, Teams, and Enterprise tiers.

Quantifiable outcome

• 95% accuracy on first-party contracts, 92% on third-party contracts, 94% on issue detection (Wilson Sonsini-verified)
• +4 more outcomes

Named customers6 records

Segments4 records

Ideal customer profiles4 records

Technology focussed Yes

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Integration2 records

AI capability5 records

Feature8 records

Partnerships

Five partnerships are on record, tiered flagship and core.

• IcertisflagshipStrategic or Co-development Partner · 1 November 2025Icertis acquired Dioptra in November 2025 to enhance its enterprise contracting platform with advanced redlining and automated playbook creation capabilities. Dioptra's AI agents for pre-signature contract reviews, instant compliance risk detection, and interactive redlining integrate into Icertis's Vera-powered platform. Dioptra's founders (previously from Spotify, IBM Watson, and Columbia University) joined Icertis's product and engineering teams to shape the company's AI roadmap. Prior to acquisition, partnership began July 2025.
• LawVucoreTechnology or Integration · 1 April 2025LawVu partnership for in-house AI contract review, announced April 2025 by Artificial Lawyer. LawVu is a CLM platform serving in-house legal teams, integrating Dioptra's AI redlining capabilities.
• American Arbitration Association (AAA)coreStrategic or Co-development Partner · 1 March 2025AAA partnered with Dioptra as a GenAI pioneer, announced March 2025 by Artificial Lawyer. AAA is a leading alternative dispute resolution provider.
• Wilson Sonsini Goodrich & RosatiflagshipStrategic or Co-development Partner · 1 March 2024Wilson Sonsini uses Dioptra in connection with its Neuron Commercial service, a fixed-fee commercial contracting offering for cloud services companies. The firm leverages Dioptra's AI agent to support attorney review of customer agreements, helping clients close revenue deals faster, more accurately, and at predictable prices. Wilson Sonsini conducted rigorous accuracy testing, verifying 92%+ accuracy across first party reviews, third party reviews, and issue detections.
• Columbia University Engineering FacultycoreStrategic or Co-development Partner · 1 March 2024Dioptra partners with Faculty from Columbia University's Engineering school in AI reliability research. This partnership leverages academic expertise in AI/ML reliability, contributing to Dioptra's accuracy-focused approach developed from two years of building dev tools for AI and ML engineers.

Scale indicators5 records

Recent moves6 records

Expansion highlights6 records

Direct peers

• Ironclad: Leading AI-powered contract lifecycle management platform that automates contract review, redlining, and approval workflows for legal and business teams. Direct competitor to Dioptra on AI redlining and playbook automation, with broader CLM scope.
• Spellbook: AI legal assistant for lawyers that drafts, reviews, and redlines contracts directly in Microsoft Word. Direct overlap with Dioptra on Word-native AI contract review and playbook-driven redlining.
• LegalOn: AI contract review platform used by AmLaw 100 firms and corporate legal teams for redlining and playbook-based review. Competes head-to-head with Dioptra on AI accuracy and law firm go-to-market.
• LawGeex: AI contract review platform focused on automated redlining and approval for in-house legal teams. Directly comparable product offering, pricing model, and target persona to Dioptra.
• Evisort: AI contract analysis and lifecycle management platform (acquired by Workday) that extracts terms, flags risks, and automates review. Competes with Dioptra's Term Search, Issues List, and Risk Summaries capabilities.
• LinkSquares: AI-powered contract lifecycle management and analytics platform for in-house legal teams. Overlaps with Dioptra on clause analysis, term extraction, and review automation within enterprise legal departments.

Emerging players

• Harvey: Generative AI platform for elite law firms and professional services, with capabilities spanning contract review, research, and drafting. Less redline-specialized than Dioptra but increasingly overlapping in AI contract work.

Broad incumbents

• Icertis: Enterprise contract intelligence platform (parent of Dioptra post-acquisition) that combines CLM, AI, and an ecosystem of contracting apps. Acquired Dioptra to embed its AI redlining into the Vera-powered platform.
• Conga: Enterprise CLM and contract automation suite with AI-augmented review, redlining, and approval workflows. Broader portfolio than Dioptra but overlaps on AI-driven contract review for enterprise customers.
• Onit: Enterprise legal management and contract lifecycle platform with AI contract review and analytics capabilities. Competes with Dioptra on AI-enabled contract review within large in-house legal departments.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat5 records

Key risks6 records

Key highlights6 records

Customer concentration

• LinkedInlinkedin.com/company/dioptra-ai
• Xx.com/dioptra_ai

Compliance3 records

Revenue estimate

Valuation estimate

Number of profiles

Profiles4 records

Funding overview

Funding rounds1 record

Investors2 records

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Dioptra.ai