Harvey
Medium (~350)
Twilio
Large (~5,500)
Best For
Harvey
Best for: Engineers who want to transform legal work with AI at a well-funded unicorn with exceptional comp
Twilio
Best for: Professionals interested in Twilio
Ratings
HarveyTwilio
3.9
3.9
Overall
3.4
4.1
Work-Life Balance
4.0
4.0
Culture & Values
3.9
3.9
Comp & Benefits
3.7
3.7
Senior Mgmt
3.7
3.7
Career Opps
👍 78% Recommend
👤 82% CEO Approval (Winston Weinberg)
👍 78% Recommend
👤 82% CEO Approval (CEO)
Culture Values
Harvey only
🚀 Ship Fast & Iterate🎯 Direct Product Impact
Twilio only
🌐 Remote-Friendly⚖️ Work-Life Balance🔓 Open Source
Shared
⚙️ Engineering-Driven💎 Strong Comp & Equity🌱 Learning & Growth
Pros & Cons
Harvey
- Exceptional comp and equity packages
- Smart, driven colleagues who support each other
- Intense pace with long hours
- Growing pains and internal politics
Twilio
- Genuine remote-first flexibility with excellent work-life balance
- Strong compensation, benefits, and engineering-driven culture
- Frequent reorgs and leadership changes create uncertainty
- Culture has shifted from creative builders to more corporate, profit-driven focus
Bottom Line
Harvey
Choose Harvey if you want exceptional equity, smart colleagues, and the chance to reshape the legal industry with AI — but expect relentless pace, long hours, and growing-company politics.
Twilio
Twilio — check Glassdoor for detailed reviews.
Open Roles
Harvey — 230 jobs
💻 Engineering
79
💼 Sales / GTM
47
⚙️ Operations
21
📋 Product
18
⚖️ Legal
17
📣 Marketing
13
🎨 Design
10
👤 HR / People
9
📊 Data
2
Twilio — 143 jobs
💼 Sales / GTM
44
💻 Engineering
43
📋 Product
8
🧠 ML / AI
7
📣 Marketing
6
⚙️ Operations
3
📊 Data
2
🎨 Design
2
💰 Finance
2
👤 HR / People
2
⚖️ Legal
2
Summary
Harvey scores 3.9/5.0 on Glassdoor with a 3.4 work-life balance rating. Twilio scores 3.9/5.0 overall with a 4.1 WLB. They’re tied on overall satisfaction.
Both companies share these culture values: Engineering-Driven, Strong Comp & Equity, Learning & Growth. Harvey also emphasizes Ship Fast & Iterate, Direct Product Impact. Twilio also emphasizes Remote-Friendly, Work-Life Balance, Open Source.
On the hiring front, Harvey has 230 open roles and Twilio has 143 open roles.