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Prototyping Jobs with Unlimited Vacation in AI

Browse 12 Prototyping jobs with Unlimited Vacation in AI for Aug 2026 with roles open at Tatari, DEFCON AI, and Phaidra paying $110K to $500K/year. Work as a Principal Product Manager, Reporting and Measurement, Senior Product Designer (UX) - Clearance Required, and Senior AI Controls Solutions Engineer (Australia) .

Prototyping is required in 14% of Product Designer postings — the most common role requiring this skill.

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Account Executive Airflow Ansible Bash Cypress Datadog Executive Assistant ML Engineer NCCL OpenTelemetry People Operations Prototyping RLHF React Reinforcement Learning Rust SEO Snowflake Software Engineer Spark Talent Acquisition Partner Technical Documentation TensorFlow Triton TypeScript XGBoost

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🚑 Medical Insurance 🦷 Dental Insurance 🤓 Vision Insurance 💰 401k 💰 401k Matching 💰 Equity 💰 Profit Sharing 🏖 Unlimited Vacation 🏖 Paid Time Off ⏰ Async 🌎 Distributed Team 🏔 Company Retreats 📚 Learning Budget 💪 Free Gym Membership 🧘 Mental Wellness Budget ✈️ Visa Sponsorship 📦 Relocation 💊 FSA 🏥 HSA

Cities

San Francisco 18 San Jose 12 New York 9 Boston 4 London 3

Countries

United States 71 California 44 New York 10 United Kingdom 6 Canada 5 Massachusetts 4 Spain 3

Filter by type

Remote Full Time Contract Internship

E

Instructional Designer

EliseAI / New York, United States

$120K – $145K 5D

A

Senior Product Designer, AI SaaS

AutogenAI / Washington, United States / Senior

Figma Prototyping

$150K – $200K 5D

CI

Industrial Designer

CHAOS Industries / El Segundo, United States

Prototyping User Research

$167K – $248K 5D

DA

Senior Product Designer (UX) - Clearance Required

DEFCON AI / United States / Remote / Senior

React Figma Prototyping

$180K – $215K 6D

F

Staff Product Designer (Contract)

Flex / United States ; New York, NY / Remote / Staff

$125/hr – $200/hr 8D

CI

Principal Mechanical Engineer

CHAOS Industries / El Segundo, United States / Staff

$175K – $215K 9D

CI

Mechanical Engineer, Structures

CHAOS Industries / El Segundo, United States

$110K – $138K 9D

TML

Software Engineer, Security

Thinking Machines Lab / San Francisco, United States / Hybrid

Python Rust CI/CD

$350K – $475K 12D

TML

Engineering Manager

Thinking Machines Lab / San Francisco, United States / Hybrid

Distributed Systems Go Prototyping

$400K – $500K 12D

P

Senior AI Controls Solutions Engineer (Australia)

Phaidra / Remote / Senior

Python Reinforcement Learning Prototyping

18D

C

Senior Product Designer

Careem / Dubai, United Arab Emirates / Senior

18D

T

Principal Product Manager, Reporting and Measurement

Tatari / New York, United States / Staff

Prototyping User Research

$175K – $225K 19D

Frequently asked questions

How do jobs with unlimited vacation work?

There's no fixed day count or accrual — you request time off and it's approved case by case, based on getting your work done and team coverage, rather than drawing down a bank of days. Somewhat counterintuitively, employees on unlimited plans tend to take about as much or slightly less time off as people with a fixed PTO allowance, and because no days accrue, there's nothing to cash out if you leave.

What is the average salary for Prototyping jobs with Unlimited Vacation in AI?

12 active listings have salaries ranging from $110K to $500K/year.

Which companies are hiring for Prototyping jobs with Unlimited Vacation in AI?

Top companies hiring include Tatari, DEFCON AI, and Phaidra.

Are there remote Prototyping jobs with Unlimited Vacation in AI?

Yes, 3 of 12 are remote.