Legal AI insights: Gabe Pereyra on scaling Harvey
Legal AI insights: Gabe Pereyra on scaling Harvey
Notion
Oct 5, 2023


Not sure where to start with AI?
Assess readiness, risk, and priorities in under an hour.
Not sure where to start with AI?
Assess readiness, risk, and priorities in under an hour.
➔ Download Our Free AI Readiness Pack
Gabe Pereyra, President and Co‑founder of Harvey, explains how AI can transform legal work when it’s deployed as a secure, enterprise platform—not a standalone experiment. He shares lessons on moving from founder-led sales to scalable enterprise adoption, and why governance, workflow integration and user trust are the real levers for legal AI at scale.
Legal teams don’t need more tools — they need better leverage. That’s the core idea behind Harvey, an AI platform built for legal and professional services teams where the value comes from secure deployment, repeatable workflows, and adoption at scale.
This post pulls out the most useful themes for legal operations leaders, GC offices, and firms evaluating legal AI.
What Harvey is trying to solve
The legal sector is full of high-value expertise — and a lot of high-friction work around it. AI can help, but only if it’s implemented in a way that legal teams can trust.
Harvey’s positioning is deliberately enterprise-oriented: a platform for large firms and in-house teams, where the goal isn’t “AI drafts faster”, but “teams decide and deliver faster” with controls in place.
That’s why the discussion focuses less on flashy demos and more on the hard parts: procurement, security, governance, and adoption.
The founder story: why legal + AI is a powerful pairing
Gabe describes the opportunity as a mismatch between:
legal work that is information-heavy, iterative, and document-driven
workflows that often rely on manual review and repeated context transfer
The insight is straightforward: AI can help compress the “first 80%” of many legal tasks — but legal teams must retain control over judgement, risk, and accountability.
From founder-led sales to scalable enterprise adoption
One of the most useful parts of the conversation is the scaling lesson: in enterprise legal tech, early traction often comes from founders personally doing discovery, demos, and hands-on onboarding.
Scaling requires a different discipline:
1) Sell outcomes, not features
Legal teams don’t buy “a model”. They buy improvements in:
time-to-first-draft
matter turnaround time
review consistency
knowledge reuse across the team
2) Build trust with governance, not promises
In legal settings, “trust” is operational:
who can access what
what gets stored
how outputs are reviewed
how you audit decisions and usage
3) Make adoption part of the product
A platform only becomes valuable when usage is consistent across the team. That means:
templates and workflows that match how matters run
training that fits the roles (associates, PSLs, partners, ops)
clear guidance on when AI is appropriate — and when it isn’t
Practical steps for scaling legal AI safely
If you’re responsible for legal AI adoption, here’s a sensible way to move from experimentation to impact.
Step 1: Pick one matter workflow to improve
Start with something repeatable:
contract review and redlines
due diligence summaries
research memos
playbook-driven drafting
Define 2–3 metrics (cycle time, rework, partner review time) so you can prove value.
Step 2: Set “human-in-the-loop” review points
Decide where humans must always approve:
final advice
client-facing outputs
risk acceptance
privilege and confidentiality decisions
Step 3: Agree your governance baseline
At minimum, define:
data handling and retention
role-based access controls
audit and logging
incident response expectations
This is where enterprise platforms differentiate from consumer tools.
Step 4: Train the team in repeatable patterns
Most legal AI value comes from consistent habits:
how to structure prompts
how to cite and verify sources
how to draft in a way that’s easy to review
how to keep outputs connected to the matter record
Step 5: Scale with templates, not tribal knowledge
If one associate has a great workflow, turn it into:
a template
a checklist
a “house style” prompt pattern
That’s how adoption scales.
What leaders often get wrong
Legal AI programmes stall when they:
roll out “AI access” without a workflow plan
skip governance until after usage is widespread
treat training as a one-off session
measure only adoption, not outcomes
The lesson from Harvey’s scaling story is that enterprise adoption is a system: product, governance, enablement, and executive sponsorship move together.
How Generation Digital can help
If your legal team is moving from pilots into production AI, we can help you:
identify the best workflow to start with
design a measurable pilot with governance built in
create role-based training and adoption playbooks
connect AI work to your wider collaboration stack
Summary
Gabe Pereyra’s perspective is a useful reminder: legal AI succeeds when it’s treated as enterprise infrastructure, not a novelty tool. The biggest unlocks come from workflow integration, governance, and adoption patterns that make AI reliable and reviewable — so legal teams can move faster without increasing risk.
Next steps
Choose one workflow to pilot in the next 30 days.
Define governance guardrails before rollout.
Train teams in repeatable patterns and review standards.
Measure outcomes, then scale with templates.
6. FAQs
Q1: What is the main focus of Gabe Pereyra’s work at Harvey?
Building a secure, enterprise-ready legal AI platform and scaling it from early founder-led selling into repeatable adoption across large firms and in-house teams.
Q2: How does AI benefit the legal industry, according to Gabe’s approach?
AI can compress the time spent on the first-draft and synthesis stages of legal work, improve consistency, and help teams reuse knowledge—while keeping human judgement and risk ownership in place.
Q3: What challenges do legal firms face when scaling AI?
The main challenges are governance (security, access, auditability), workflow integration, training and adoption, and ensuring outputs are reviewable and accountable.
Q4: What’s the fastest safe starting point for legal AI?
Pilot one repeatable workflow (e.g., contract review or research memos), define review points, set a governance baseline, and measure outcomes before expanding.
Gabe Pereyra, President and Co‑founder of Harvey, explains how AI can transform legal work when it’s deployed as a secure, enterprise platform—not a standalone experiment. He shares lessons on moving from founder-led sales to scalable enterprise adoption, and why governance, workflow integration and user trust are the real levers for legal AI at scale.
Legal teams don’t need more tools — they need better leverage. That’s the core idea behind Harvey, an AI platform built for legal and professional services teams where the value comes from secure deployment, repeatable workflows, and adoption at scale.
This post pulls out the most useful themes for legal operations leaders, GC offices, and firms evaluating legal AI.
What Harvey is trying to solve
The legal sector is full of high-value expertise — and a lot of high-friction work around it. AI can help, but only if it’s implemented in a way that legal teams can trust.
Harvey’s positioning is deliberately enterprise-oriented: a platform for large firms and in-house teams, where the goal isn’t “AI drafts faster”, but “teams decide and deliver faster” with controls in place.
That’s why the discussion focuses less on flashy demos and more on the hard parts: procurement, security, governance, and adoption.
The founder story: why legal + AI is a powerful pairing
Gabe describes the opportunity as a mismatch between:
legal work that is information-heavy, iterative, and document-driven
workflows that often rely on manual review and repeated context transfer
The insight is straightforward: AI can help compress the “first 80%” of many legal tasks — but legal teams must retain control over judgement, risk, and accountability.
From founder-led sales to scalable enterprise adoption
One of the most useful parts of the conversation is the scaling lesson: in enterprise legal tech, early traction often comes from founders personally doing discovery, demos, and hands-on onboarding.
Scaling requires a different discipline:
1) Sell outcomes, not features
Legal teams don’t buy “a model”. They buy improvements in:
time-to-first-draft
matter turnaround time
review consistency
knowledge reuse across the team
2) Build trust with governance, not promises
In legal settings, “trust” is operational:
who can access what
what gets stored
how outputs are reviewed
how you audit decisions and usage
3) Make adoption part of the product
A platform only becomes valuable when usage is consistent across the team. That means:
templates and workflows that match how matters run
training that fits the roles (associates, PSLs, partners, ops)
clear guidance on when AI is appropriate — and when it isn’t
Practical steps for scaling legal AI safely
If you’re responsible for legal AI adoption, here’s a sensible way to move from experimentation to impact.
Step 1: Pick one matter workflow to improve
Start with something repeatable:
contract review and redlines
due diligence summaries
research memos
playbook-driven drafting
Define 2–3 metrics (cycle time, rework, partner review time) so you can prove value.
Step 2: Set “human-in-the-loop” review points
Decide where humans must always approve:
final advice
client-facing outputs
risk acceptance
privilege and confidentiality decisions
Step 3: Agree your governance baseline
At minimum, define:
data handling and retention
role-based access controls
audit and logging
incident response expectations
This is where enterprise platforms differentiate from consumer tools.
Step 4: Train the team in repeatable patterns
Most legal AI value comes from consistent habits:
how to structure prompts
how to cite and verify sources
how to draft in a way that’s easy to review
how to keep outputs connected to the matter record
Step 5: Scale with templates, not tribal knowledge
If one associate has a great workflow, turn it into:
a template
a checklist
a “house style” prompt pattern
That’s how adoption scales.
What leaders often get wrong
Legal AI programmes stall when they:
roll out “AI access” without a workflow plan
skip governance until after usage is widespread
treat training as a one-off session
measure only adoption, not outcomes
The lesson from Harvey’s scaling story is that enterprise adoption is a system: product, governance, enablement, and executive sponsorship move together.
How Generation Digital can help
If your legal team is moving from pilots into production AI, we can help you:
identify the best workflow to start with
design a measurable pilot with governance built in
create role-based training and adoption playbooks
connect AI work to your wider collaboration stack
Summary
Gabe Pereyra’s perspective is a useful reminder: legal AI succeeds when it’s treated as enterprise infrastructure, not a novelty tool. The biggest unlocks come from workflow integration, governance, and adoption patterns that make AI reliable and reviewable — so legal teams can move faster without increasing risk.
Next steps
Choose one workflow to pilot in the next 30 days.
Define governance guardrails before rollout.
Train teams in repeatable patterns and review standards.
Measure outcomes, then scale with templates.
6. FAQs
Q1: What is the main focus of Gabe Pereyra’s work at Harvey?
Building a secure, enterprise-ready legal AI platform and scaling it from early founder-led selling into repeatable adoption across large firms and in-house teams.
Q2: How does AI benefit the legal industry, according to Gabe’s approach?
AI can compress the time spent on the first-draft and synthesis stages of legal work, improve consistency, and help teams reuse knowledge—while keeping human judgement and risk ownership in place.
Q3: What challenges do legal firms face when scaling AI?
The main challenges are governance (security, access, auditability), workflow integration, training and adoption, and ensuring outputs are reviewable and accountable.
Q4: What’s the fastest safe starting point for legal AI?
Pilot one repeatable workflow (e.g., contract review or research memos), define review points, set a governance baseline, and measure outcomes before expanding.
Get weekly AI news and advice delivered to your inbox
By subscribing you consent to Generation Digital storing and processing your details in line with our privacy policy. You can read the full policy at gend.co/privacy.
Upcoming Workshops and Webinars


Operational Clarity at Scale - Asana
Virtual Webinar
Weds 25th February 2026
Online


Work With AI Teammates - Asana
In-Person Workshop
Thurs 26th February 2026
London, UK


From Idea to Prototype - AI in Miro
Virtual Webinar
Weds 18th February 2026
Online
Generation
Digital

UK Office
Generation Digital Ltd
33 Queen St,
London
EC4R 1AP
United Kingdom
Canada Office
Generation Digital Americas Inc
181 Bay St., Suite 1800
Toronto, ON, M5J 2T9
Canada
USA Office
Generation Digital Americas Inc
77 Sands St,
Brooklyn, NY 11201,
United States
EU Office
Generation Digital Software
Elgee Building
Dundalk
A91 X2R3
Ireland
Middle East Office
6994 Alsharq 3890,
An Narjis,
Riyadh 13343,
Saudi Arabia
Company No: 256 9431 77 | Copyright 2026 | Terms and Conditions | Privacy Policy
Generation
Digital

UK Office
Generation Digital Ltd
33 Queen St,
London
EC4R 1AP
United Kingdom
Canada Office
Generation Digital Americas Inc
181 Bay St., Suite 1800
Toronto, ON, M5J 2T9
Canada
USA Office
Generation Digital Americas Inc
77 Sands St,
Brooklyn, NY 11201,
United States
EU Office
Generation Digital Software
Elgee Building
Dundalk
A91 X2R3
Ireland
Middle East Office
6994 Alsharq 3890,
An Narjis,
Riyadh 13343,
Saudi Arabia








