Principal Technical Support Engineer
$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

Principal Technical Support Engineer   $60,000 USD/year

Description

Educational support systems are buckling under growing complexity as demands from schools, students, and families escalate. Schools require immediate, AI-powered responses across diverse learning platforms, student information systems, hardware, and operational processes. Yet most organizations remain trapped in disconnected tools, manual handoffs, and fragile workflows that collapse when tested in real conditions.

We address this challenge through a fundamentally distinct approach: AI-enhanced "cyborg" agents positioned at the core of a dynamic educational environment. In this position, you will define how the system evolves. Each resolution strengthens future automation, each root cause investigation shapes process and governance, and each complex scenario you solve enhances outcomes for thousands of learners and teaching professionals.

This is direct, production-level troubleshooting within a service context. You will investigate unclear, multi-party failures spanning learning software, student information platforms, authentication systems, network infrastructure, and operational procedures; apply AI to develop hypotheses, validate approaches, and speed up resolution; capture the human analysis that trains both technology and colleagues; and systematically surface trends that convert isolated fixes into lasting, organization-wide enhancements.

This is not queue management, checklist execution, or "forward and monitor." If you excel when documentation is sparse, when challenges cross engineering, operations, and pedagogy, and when you can shift from technical diagnosis to stakeholder coordination without sacrificing precision, this role will align with your strengths.

What you will be doing

  • AI-Augmented Customer Resolutions: Examine complex cases escalated by AI platforms, deploy human judgment in areas where AI underperforms, and subsequently enhance the AI system to close those 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 human technical expertise with AI capabilities to provide exceptional customer support, concentrating on sophisticated issues that AI cannot yet completely address

Candidate requirements

  • 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
  • Must be based 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

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Chat-style
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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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