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Careers at LearnWith.AI
LearnWith.AI combines AI and learning science to help students learn faster, achieve more, and enjoy learning.
The education Olympics
Salary without side gigs
Skills make the grade
JOIN LEARNWITH.AI
What if every student had an AI coach that helped them learn faster, better, and with confidence?
LearnWith.AI combines artificial intelligence, learning science, and expert coaching to personalize education for every learner—helping students overcome challenges, accelerate achievement, and reach their full academic potential.
- AI-powered coaching personalized to every learner.
- Built on 50+ years of learning science and research.
- Remote-first company hiring exceptional talent globally.
- Transforming education through data, technology, and innovation.
Education that unlocks every student's true potential.
There are no public openings at LearnWith.AI right now. However, new jobs are posted all the time — check back regularly for updates. In the meantime, Crossover also hires for many other companies with similar positions see all openings
Inside the companies like this one team experience
Personalized learning powered by AI
Traditional classrooms are designed for the average student, making personalized instruction difficult to achieve. LearnWith.AI combines artificial intelligence, data analytics, and expert coaching to create learning experiences that adapt to every student's goals, strengths, and progress.
Whether students are recovering from learning loss, improving grades, or preparing for advanced exams, every learning journey is tailored for measurable success.
Every student deserves a learning path built just for them.
Join the team transforming education
LearnWith.AI brings together engineers, AI specialists, learning experts, and educators who believe technology can make education more accessible, engaging, and effective. As a remote-first company, you'll collaborate with exceptional talent from around the world to solve one of education's biggest challenges.
Help shape how the world learns next.
50+
Years Learning model
100%
Remote Global workforce
AI
Personalized coaching
How it works
Applying for a role? Here’s what to expect.
Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.
STEP 1
Chat-style screening interview.
STEP 2
Cognitive aptitude test.
STEP 3
Prove real-world job skills.
STEP 4
Interview with the hiring manager.
STEP 5
Pass proctored test.
STEP 6
Accept job offer.
What Crossover recruits say about the company...
Getting full autonomy over my work with thorough team support creates the perfect balance.
Sofia
Trilogy
United States
Recruiting Director
We've developed an agentic team of AI engineers who create code, review it, and even manage repositories.
Tripti
2 Hour Learning
India
Research Analyst
This job has given me a much stronger sense of purpose in contributing to positive change and making a meaningful impact.
Joshua
2 Hour Learning
Philippines
Research Analyst
Leading a tough project under tight deadlines pushed me to grow, and the positive feedback made it all the more rewarding.
Manuel
Trilogy
Brazil
Customer Support
Collaborating with AI to solve problems in domains I previously knew nothing about is incredibly exciting.
Phonn
IgniteTech
Thailand
AI Innovation Specialist
I get to work any hours that I'm comfortable with, allowing me to schedule my day freely.
Mohammed
Trilogy
Egypt
Customer Support Manager
I like what I do. I like the team I work with, and I love the flexibility they give me.
James
Trilogy
United Kingdom
Inside Sales Representative
This job taught me the real value of async communication and gave me freedom to explore solutions independently with AI.
Nulad
Trilogy
Indonesia
AI-First Software Engineer
The combination of a supportive team environment, excellent work-life balance, and world-class compensation makes this role truly exceptional.
Matthew
Trilogy
Turkey
Customer Support
The pay is way higher than what I could get in my country, translating to financial stability and the ability to dream bigger.
Daniela
Trilogy
Colombia
Research Analyst
I love the hardcore technical challenges. People who find joy in building, improving and fixing will thrive here.
Nilo
Upland
Brazil
Software Engineer II
Using AI code analyzers to auto-generate actionable feedback has transformed our development process.
Praveen
Trilogy
India
Salesforce Developer
This job enabled me to afford treatment for a chronic health condition—and the chance to continue working and taking care of my family throughout.
Nitesh
Trilogy
India
AI-First Software Engineer II
My proudest moment was learning python to automate a process from weeks down to hours.
Kelly
GT School
Portugal
EdTech Consultant
This job gave me the chance to go from Support Agent to VP in a few years.
Fernando
Trilogy
Malta
VP of Customer Support
AI is embedded in almost everything we do—it's not just a tool, it's how we work.
Tushar
IgniteTech
India
Senior Financial Analyst
This is not the right place for people who want an easy job. But I enjoy using 100% of my ability, and my pay increased 3X!
Megha
IgniteTech
India
AI Innovation Specialist
My proudest moment was achieving a seemingly impossible goal: 75% AI resolution rates across support.
Ciprian
Trilogy
Romania
L2 Customer Support Engineer
Getting promoted and doubling my salary in a single week was a clear, immediate reward for delivering real results.
Csaba
Trilogy
Malta
VP of Customer Support
My favorite part is the relentless focus on exponential learning—we spend an hour daily updating our AI-powered second brain.
Sindy
GFI Software
Guatemala
Presales Engineer
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