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EdSights

Thinking differently about Student Success.

Head of Technical Support

Support EngineerSupport EngineerFull TimeRemoteLeadTeam 51-200Since 2018H1B No SponsorCompany SiteLinkedIn

Location

United States

Posted

21 hours ago

Salary

$100K - $150K / year

Seniority

Lead

Bachelor Degree4 yrs expEnglish

Job Description

Head of Technical Support

EdSights

• Build the Function • Design EdSights’ technical support function: service model, escalation paths, SLAs, and operating principles. • Select and implement a ticketing platform (e.g. Zendesk, Freshdesk, Intercom) and own the full rollout. • Launch or revamp a customer-facing help center with self-service content (articles, FAQs, how-to guides) in partnership with Customer Education. • Implement and manage an AI chatbot integrated with the help center, configuring deflection flows and iterating on resolution rates. • Define support tiers (T1: general inquiries, T2: technical/product, T3: engineering escalations) with clear ownership and handoff criteria. • Own Performance & Quality • Own core KPIs (CSAT, response time, resolution time, ticket backlog) and report regularly to leadership. • Implement a QA process to review tickets, identify coaching opportunities, and continuously improve technical accuracy. • Analyze support trends to surface recurring issues, product gaps, and documentation needs for CX and Product. • Lead & Scale the Team • Serve as the sole technical support resource in the near term while building the infrastructure for future growth. • Define the hiring roadmap: when to add headcount, what roles to hire, and skills needed at each stage. • Build onboarding and training programs including product curricula, shadowing structures, and ramp milestones. • Develop Deep Technical Expertise • Become the internal authority on EdSights’ Retain and Admit products - how they work, where they break, FAQ, how to triage. • Triage and resolve complex issues involving APIs, integrations, and data flows; use logs and tools like Hex for diagnosis. • Maintain visibility into known product gaps and bugs; communicate proactively with affected customers and the CX team. • Collaborate Cross-Functionally • Partner with Implementation and Partner Success to ensure smooth handoffs from onboarding to ongoing support. • Work with Engineering to define escalation paths for bugs, logging standards, and customer status communication. • Collaborate with Product to ensure customer-reported issues are documented, prioritized, and tracked to resolution.

Job Requirements

  • 4 to 7 years in technical support leadership within a B2B SaaS environment.
  • Proven track record building or significantly scaling a support function, including tooling decisions and process design.
  • Experience at an early- or growth-stage company where operating without established processes is the norm.
  • Hands-on experience implementing a ticketing platform including workflows, automations, and reporting.
  • Comfort working with APIs, webhooks, and integrations.
  • Experience managing a customer-facing knowledge base and familiarity with AI chatbot/virtual agent platforms.
  • Strong command of support KPIs with the ability to build reports and translate ticket data into cross-functional insights.
  • Exceptional written communication skills; able to explain complex issues clearly to non-technical users.
  • Confident working cross-functionally with Engineering, Product, and CX; able to advocate for customers and present to leadership.
  • Experience supporting platforms with AI, NLP, or data analytics components.
  • Familiarity with higher education and FERPA data privacy considerations is a plus.

Benefits

  • Remote-friendly work
  • Unlimited PTO
  • Paid parental leave
  • Competitive compensation
  • New Apple hardware
  • 401k matching
  • Strong health and wellness benefits

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