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Are you a customer support wizard who is obsessed with delivering a great experience, but you’ve already mastered your current products and are wondering what’s next? Or are you a software engineer looking for a way to get introduced to an immense set of product architectures, domains, and tech stacks? Sure, you could join any new company and learn their handful of products, but we think we have something better.
Our partners support over 100 unique enterprise software products - everything from mobile app development platforms to database load-balancers. We not only have the opportunity to learn, use, and support these products, we also become deep technical experts who can solve problems no one has seen before. There’s a lot to learn, so we have weekly “learning tickets” to ensure the whole team is up to speed.
At the highest level of customer support, we have Customer Support Engineers. This role is the highest-level customer support engineer we have - our tickets cannot be elevated above you. The problems are complex. The solutions might be configuration, database-level, or even code-level. Trilogy takes pride in its customer support quality and makes sure customers are impressed at every interaction. It’s an immense responsibility, but one that can put you on the fast track to career advancement.
We also have customer support agent jobs. Our best customer support agents are intelligent people who love to soak up new knowledge. They enjoy using their expertise to solve challenging customer problems. We make weekly investments in our team’s professional development that drives customer satisfaction and agent happiness.
Customer support engineers and agents support business software for over 100 exciting products like Jive, Kayako, and Fogbugz. The products we support are diverse. They include web content management systems, financial software, e-commerce, database tools, and more. You will create great customer experiences by solving complex problems. You will be a detective - investigating the root causes of issues.
You won’t be programming or modifying the core product, but you do need to be able to:
You may have recently been a software developer, engineer, technical product support, or similar. We’ll ask you to take a general coding assessment to test your technical skills as part of the application process.
All new hires complete our paid RemoteU training. We’ll help you get started on the right foot at Crossover and then teach you how to succeed in your role.
Once you complete training, you’ll spend 25% of your time learning new products. You will become an expert and grow your knowledge!
The Customer Support team provides 24/7 support to our global customers. Agents are assigned regular shifts.
We schedule shifts based on customer demand and try to match your work preferences. Your shifts may include evenings, nights, and weekends, but you will not be required to work more than 40 hours per week.
You'll begin by learning what makes a great support agent and how we manage quality.
Then, you will move to full-time, in-depth product training. You will become a master of multiple products. These products span a huge range of business purposes and base technologies.
The learning never stops, though! Once you're on the support team, you'll continue learning products and building the breadth and depth of your support capabilities.
If you're a top performer, there are opportunities for growth across the organization, including our knowledge teams and the support leadership team.
The people who will succeed in this role come from an array of technical backgrounds. Our selection process is designed to allow you to show off your skills and potential. You will complete tasks that Customer Support Engineers or agents regularly perform, allowing you to learn about the role and giving us an unbiased way to assess your ability.

The support industry is drowning in complexity while customer expectations climb. Customers now expect AI-powered, instant answers, yet most organizations haven’t moved past pilots and struggle to turn AI into material outcomes. Meanwhile, the bar is set to jump again. By 2029 agentic systems are projected to autonomously resolve the vast majority of common issues, leaving a dangerous gap between expectations and today’s reality.
We’re closing that gap with a different model: AI-augmented “cyborg” agents who pair deep troubleshooting acumen with product intuition and agentic AI. In this role, you train, fix, and coach the tools. Every fix hardens our automations, every root cause analysis becomes a reusable play, and every edge case you unravel improves the system for the next thousand customers. This is where advanced troubleshooting, human reasoning, and AI orchestration meet to deliver faster resolutions today while compounding intelligence for tomorrow.
This job is hands-on problem solving at production depth. You will dissect ambiguous failures across networks, databases, cloud platforms, and enterprise software; leverage AI to hypothesize, test, and accelerate; document the human reasoning that teaches our systems; and proactively spot patterns that turn one-off fixes into durable automations. It is not script-following, ticket triage, or “wait for Level 3.” If you thrive on thinking sideways when docs are thin, if you can move from packet capture to query plan to workflow trace without flinching, and if you’re comfortable telling an LLM when it’s wrong, then you’ll feel at home here.
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.






We've developed an agentic team of AI engineers who create code, review it, and even manage repositories.
The flexibility to manage my time plus weekly scheduled payments gives me both freedom and stability.
Our AI copilots write reports for clients explaining what their child learned each week—it's amazing technology.
Getting full autonomy over my work with thorough team support creates the perfect balance.
My favorite part is the relentless focus on exponential learning—we spend an hour daily updating our AI-powered second brain.
There isn't another work platform that is purely focussed on remote work like Crossover. The integration of everything from recruitment to payday is unique. I can do my work wherever and whenever I like, and I don't even have to fill in any timesheets. Having been through the stringent job application p...
My proudest moment was achieving a seemingly impossible goal: 75% AI resolution rates across support.
My salary has quadrupled since day one—no switching companies required.
When a difficult challenge impacted my health, this job provided excellent support throughout.
AI is embedded in almost everything we do—it's not just a tool, it's how we work.
We've developed an agentic team of AI engineers who create code, review it, and even manage repositories.
The flexibility to manage my time plus weekly scheduled payments gives me both freedom and stability.
Our AI copilots write reports for clients explaining what their child learned each week—it's amazing technology.
Getting full autonomy over my work with thorough team support creates the perfect balance.
My favorite part is the relentless focus on exponential learning—we spend an hour daily updating our AI-powered second brain.
There isn't another work platform that is purely focussed on remote work like Crossover. The integration of everything from recruitment to payday is unique. I can do my work wherever and whenever I like, and I don't even have to fill in any timesheets. Having been through the stringent job application p...
My proudest moment was achieving a seemingly impossible goal: 75% AI resolution rates across support.
My salary has quadrupled since day one—no switching companies required.
When a difficult challenge impacted my health, this job provided excellent support throughout.
AI is embedded in almost everything we do—it's not just a tool, it's how we work.
Join the world's largest community of AI-first remote workers.