Current Openings

Crossover matches world-class people with world-class jobs at silicon valley software and EdTech companies. Earn USD from anywhere with a full-time remote job.

WORK FROM

Senior DevOps Engineer

$100,000 USD/year

AI-First Software Engineer II

$60,000 USD/year

AI-First Web Designer

$60,000 USD/year

Director of Academics

$400,000 USD/year

Lead Guide II

$200,000 USD/year

Associate Dean of Parents

$200,000 USD/year

Head of Academics

$200,000 USD/year

Lead Guide

$150,000 USD/year

Elite Guide

$150,000 USD/year

Elite Guide

$150,000 USD/year

Guide II K-2

$120,000 USD/year

Reading Specialist II

$120,000 USD/year

Guide II

$120,000 USD/year

ELL Specialist

$100,000 USD/year

Pre-Kindergarten Guide

$100,000 USD/year

High School Guide

$100,000 USD/year

Life Skills Workshop Designer

$100,000 USD/year

Reading Specialist

$100,000 USD/year

Guide

$100,000 USD/year

Guide K-2

$100,000 USD/year

AI-Driven Social Studies Learning Strategist

$100,000 USD/year

AI-Driven English/Language Arts Learning Strategist

$100,000 USD/year

Guide

$100,000 USD/year

Campus Coordinator - SF

$75,000 USD/year

Campus and Admissions Coordinator

$75,000 USD/year

Admissions and Campus Coordinator

$75,000 USD/year

Associate Reading Specialist

$75,000 USD/year

Associate Guide

$75,000 USD/year

Admissions & Campus Operations Associate

$60,000 USD/year

Guide Assistant

$30 USD/hour

Associate Guide - Virtual

$60,000 USD/year

Assistant Guide - Virtual

$40,000 USD/year

Assistant Guide - Virtual

$40,000 USD/year

AI Challenger

10-week AI engineering fellowship 100% free to attend; all in-person housing and expenses covered. $200,000/year AI engineering offer upon completion. 

Alpha AI Engineer

$20,000 stipend Cash stipend provided; some expenses covered (housing, travel, food) 

Campus Operations Coordinator

$60,000 USD/year

Campus Coordinator

$60,000 USD/year

Program Management Officer

$400,000 USD/year

VP of Operations

$200,000 USD/year

AI-First Project Manager

$60,000 USD/year

L2 Customer Support Engineer

$60,000 USD/year

EVP Operations

$800,000 USD/year

SVP of AI Talent Systems Architecture

$400,000 USD/year

SVP Operations

$400,000 USD/year

Director - Private Office

$200,000 USD/year

VP of PMO

$200,000 USD/year

VP of Operations - Education

$200,000 USD/year

College Recruiter

$75,000 USD/year

SVP of Finance

$400,000 USD/year

AI-First Product Owner

$400,000 USD/year

AI-First Chief Product Officer

$400,000 USD/year

AI-First Lead Product Owner

$200,000 USD/year

Senior Product Manager

$200,000 USD/year

EdTech AI Product Owner

$200,000 USD/year

AI-First Lead Product Owner

$200,000 USD/year

AI-First Partner Development Manager

$100,000 USD/year
Crossover Logo Symbol
Couldn't find a suitable job here? Check out our Job Roles page.

Senior DevOps Engineer @ Trilogy

$100,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 
Apply Now
Fully-remote
Any country
full-time (40 hrs/week)
Flexible schedule
Long-term role

Key responsibilities

  • Drive reliability and standardization of cloud infrastructure across our growing product portfolio by implementing robust monitoring, automation, and AWS best practices.

Description

You're the kind of DevOps engineer who doesn’t just keep the lights on; you make sure they never go out in the first place. If your idea of fun is tearing into a tangled mess of legacy infrastructure, designing a more efficient system, and automating away every repetitive task you encounter, then you’re in the right place. We’re looking for a DevOps and AWS infrastructure expert who thrives in high-stakes environments, where 99.9% uptime is expected. You’ll work across a portfolio of acquired products, each with its own quirks, migrating them into a streamlined, scalable AWS ecosystem while building monitoring and automation that actually makes incidents rare.

Most companies want you to maintain a single stack. We want you to consolidate and optimize multiple stacks without breaking anything along the way. While others isolate databases, we do the opposite, strategically consolidating them to optimize for cost and management efficiency across our portfolio. This isn’t a role for someone who wants to babysit existing infrastructure; it’s for someone who sees an inconsistent, fragmented environment and immediately starts designing a better one.

You’ll own everything from infrastructure migrations to AI-driven automation, performance tuning, database migration, and cost optimization. That means diagnosing and fixing what’s broken, planning and executing seamless cloud migrations with near-zero downtime, and automating away half of your own job with AI/ML-powered workflows. You’ll have real authority to make infrastructure decisions—no waiting around for approvals from people who don’t understand what’s actually happening under the hood.

If you’re an independent problem-solver who thrives on untangling complex systems and making them run flawlessly, this job will be your playground. If you need extensive hand-holding, get overwhelmed by multiple tech stacks, or prefer clean-slate projects over making order from chaos, you’re going to hate it here. If you’re ready to take ownership of a high-impact infrastructure role with room to build, optimize, and automate at scale, apply now!

Candidate requirements

  • Deep AWS infrastructure expertise (this is our primary platform - other cloud experience alone won't cut it)
  • Strong programming skills in Python or JavaScript for building automation and tooling
  • Experience managing and migrating production databases with multiple engines (including MySql, Postgres, Oracle, MS-SQL)
  • Advanced Docker/Kubernetes skills
  • Experience with infrastructure automation (Terraform, Ansible, or CloudFormation)
  • Linux systems administration expertise

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.

Pass Cognitive Aptitude Test.
STEP 1

Pass Cognitive Aptitude Test.

Pass English Proficiency Test.
STEP 2

Pass English Proficiency Test.

Prove Real-World Job & AI Skills.
STEP 3

Prove Real-World Job & AI Skills.

Ace An Interview Or Two.
STEP 4

Ace An Interview Or Two.

Accept Job Offer.
STEP 5

Accept Job Offer.

Why Crossover

Recruitment sucks. So we’re fixing it.

The Olympics of work

The Olympics of work

It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.

Premium pay for premium talent

Premium pay for premium talent

Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.

Shortlist by skills, not bias

Shortlist by skills, not bias

We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.

Companies that trust Crossover

Hiring now

To find the best person in the world, not the best person in their zipcode.

Section Separator Top

Meet some of the 5,000+ rockstars who have found a rewarding AI-first remote career on Crossover.

Section Separator Bottom
Watch Video
Crossover only hires AI-Forward people. Are you?
Watch Video
Crossover Logo White
Follow us on
Have a question?

Get answers to common questions using our smart chatbot Crosby.

HELP AND FAQs

Join the world's largest community of AI first Remote WorkersAI-first remote workers.

.