Technical Support Specialist
$60,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

Not accepting applications on crossover.com at this time.

Description

Educational support infrastructure is overwhelmed by growing complexity, even as schools, students, and families demand more. Institutions require immediate, AI-powered responses spanning learning platforms, student information systems, devices, and operational processes. Yet most providers remain trapped in disconnected tools, manual handoffs, and fragile workflows that collapse under pressure.

We address this challenge through a radically different approach: AI-enhanced "cyborg" agents embedded within a functioning educational environment. In this position, you will influence how the system evolves. Each resolution enhances future automation capabilities, each root cause investigation drives process and policy refinement, and each unusual scenario you solve strengthens results for thousands of learners and teaching staff.

This is direct, production-level troubleshooting in a service-driven setting. You will investigate unclear, multi-party failures spanning educational applications, student information platforms, authentication systems, networks, and operational processes; use AI to form hypotheses, validate theories, and speed resolution; capture the human analysis that instructs both technology and colleagues; and proactively detect trends that convert isolated interventions into lasting, organization-wide enhancements.

This is not queue management, checklist execution, or "hand off and wait." If you excel when documentation is sparse, when issues cross engineering, operations, and academic boundaries, and when you can transition from technical diagnosis to stakeholder coordination without sacrificing precision, then this position will suit you well.

What you will be doing

  • AI-Augmented Customer Resolutions: Investigate complex cases escalated by AI systems, apply human judgment to areas where AI underperforms, and subsequently enhance the AI system by closing identified gaps

What you will NOT be doing

  • Taking two whole months to get up to speed; you will be expected to ramp up one several products within the first month (we are aware this is aggressive)
  • Relying on your managers for help; if you are not adept at unblocking yourself, you will likely struggle in this role

Key responsibilities

  • Combine technical human judgment and AI functionality to provide exceptional customer support, concentrating on intricate problems that AI cannot yet independently address

Candidate requirements

  • Must be based in North or South America
  • At least 3 total years of experience in a technical customer support role
  • Basic coding skills for the purpose of troubleshooting/bug fixes
  • Troubleshooting Skills: Explaining complex issues in simple terms, demonstrating strong problem understanding, recommending relevant troubleshooting strategies, proposing multiple solution paths, and showing attention to detail

Meet a successful candidate

Watch Interview
Manuel Da Silva
Manuel  |  L2 Support Agent
Brazil

What would make getting fired on your birthday one of the best days of your life? For this Brazilian support agent, the answer is earning 5X...

Meet Manuel

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.

Chat-style
screening interview.
STEP 1

Chat-style
screening interview.

Cognitive 
aptitude test.
STEP 2

Cognitive 
aptitude test.

Prove real-world 
job skills.
STEP 3

Prove real-world 
job skills.

Interview with the hiring manager.
STEP 4

Interview with the hiring manager.

Pass
proctored test.
STEP 5

Pass
proctored test.

Accept job offer.
STEP 6

Accept job offer.

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