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Rewind logo
Rewind

Rewind protects businesses by backing up their SaaS data.

Senior Tier 2 Technical Support Specialist

Support EngineerSupport EngineerFull TimeRemoteSeniorTeam 51-200Since 2015H1B No SponsorCompany SiteLinkedIn

Location

Canada

Posted

51 days ago

Salary

CA$85K - CA$95K / year

Seniority

Senior

Bachelor Degree4 yrs expEnglishAWSCloudGraphQLSQL

Job Description

Senior Tier 2 Technical Support Specialist

Rewind

• Diagnose and resolve complex technical issues across APIs, SaaS platforms, and cloud infrastructure. • Identify systemic failure patterns across tickets and drive changes that prevent entire categories of issues. • Build a working mental model of Rewind's architecture and integrations so you can reason about problems before you reproduce them. • Reproduce bugs, analyze logs, and identify root causes to drive effective solutions • Communicate technical concepts clearly to both technical and non-technical customers • Actively participate in incident response and help define the framework for a future 24/7 on-call rotation as we scale our support coverage • Triage and escalate issues to Engineering with clear documentation and reproducible steps • Partner with Product and Engineering to prioritize and resolve defects • Act as a technical liaison, ensuring customers are kept informed throughout resolution • Improve workflows, automations, and support tooling to increase efficiency • Build and maintain internal runbooks and troubleshooting guides • Identify opportunities to reduce ticket volume through proactive fixes and self-serve resources • Raise the bar for the team through hands-on mentorship in debugging, writing, and customer communication • Contribute to onboarding and training for new hires • Recognize recurring technical issues, document the pattern, and recommend product or infrastructure improvements • Partner with internal teams to advocate for scalable, customer-centric solutions • Drive excellence through the continuous evolution of Rewind's technical support frameworks.

Job Requirements

  • 4–7+ years in a high-complexity technical support, solutions engineering, or similar environment in a SaaS organization
  • Strong troubleshooting skills across web applications, APIs, and third-party integrations, with the ability to isolate root causes across system boundaries
  • Hands-on experience diagnosing issues across REST & GraphQL APIs, webhooks, and authentication methods (OAuth)
  • Proven ability to debug data discrepancies, including identifying gaps between expected and actual data in API-driven systems
  • Strong ability to read and interpret production logs and metrics (e.g., AWS CloudWatch or similar) to identify root causes prior to escalation
  • Proficiency using tools like Postman, curl, or similar to reproduce and investigate API issues
  • Working knowledge of SQL or similar query languages for data validation and troubleshooting
  • Proven experience in incident management, including participation in high-severity or on-call rotations
  • Strong written and verbal communication skills, with the ability to explain complex technical issues clearly to both technical and non-technical audiences
  • Demonstrated ability to operate with urgency during data-risk events while maintaining structured, methodical problem-solving.

Benefits

  • Flexible work hours
  • Employee stock options
  • Health benefits
  • 3 weeks vacation
  • 7 life leave days
  • 2 Level Up days for professional development
  • 1 volunteer day
  • Summer Fridays and office closed during the holiday break in December
  • Paid parental leave
  • $2000/year wellness/home office allowance
  • $5000/year professional development allowance

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