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 

Worldwide
Semi-flexible schedule
Fully-remote
full-time (40 hrs/week)
Long-term role

Technical Support Specialist   $60,000 USD/year

Description

Educational support organizations face mounting complexity as schools, students, and families demand more responsive service. Today's schools require immediate, AI-powered assistance spanning learning platforms, student information systems, hardware, and operational processes. Yet most providers remain hampered by disconnected tools, manual handoffs, and fragile workflows that collapse under actual use.

We bridge this divide through a fundamentally new approach: AI-enhanced "cyborg" agents positioned at the heart of a dynamic educational environment. In this position, you will influence how the system evolves. Each resolution you implement enhances future automation capabilities, each root cause investigation shapes process and governance, and each complex scenario you solve improves outcomes for thousands of students and educators.

This is practical, production-level troubleshooting within a service context. You will investigate unclear, multi-party failures spanning learning software, SIS platforms, authentication systems, network infrastructure, and operational processes; use AI to develop hypotheses, validate theories, and expedite resolution strategies; capture the human logic that instructs both technology and colleagues; and systematically detect patterns that convert isolated interventions into sustainable, organization-wide enhancements.

This is not routine ticket sorting, procedure execution, or "forward and wait." If you excel when documentation is lacking, when issues cross engineering, operations, and academic boundaries, and when you can transition from technical diagnosis to stakeholder coordination while maintaining precision, this role will suit you well.

What you will be doing

  • AI-Enhanced Customer Resolution: Examine escalated tickets that AI systems forward, deploy human judgment in domains where AI underperforms, and subsequently strengthen the AI system by addressing identified limitations

What you will NOT be doing

  • Spending two full months on onboarding; you are expected to achieve proficiency across multiple products during your first month (we recognize this timeline is demanding)
  • Depending on managers for assistance; if you lack the ability to remove your own obstacles, this role will present difficulties

Key responsibilities

  • Combine technical human judgment with AI tools to provide superior customer support, concentrating on sophisticated problems that AI cannot yet independently solve

Candidate requirements

  • Minimum of 3 years total experience in technical customer support positions
  • Fundamental programming capability for troubleshooting and bug resolution purposes
  • Diagnostic Expertise: Clarifying complicated issues using accessible language, exhibiting thorough problem comprehension, suggesting appropriate diagnostic approaches, offering multiple resolution options, and displaying careful attention to detail
  • Must be located in a North or South American time zone

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.

Frequently asked questions

About Crossover

Meet some people who've landed similar jobs

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.

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.