Rewind

Senior Technical Support Engineer (T3)

Ontario, Remote. Posted 2 months ago

The role

You will serve as the highest tier of the support organization, acting as a bridge between customer support and engineering. You will own complex technical escalations, perform deep technical investigations, and mentor T1 and T2 teams.

What you will do

  • Own the most complex technical escalations from T1 and T2
  • Investigate and reproduce customer-reported bugs, data inconsistencies, and integration failures
  • Read and write code to diagnose issues, test hypotheses, and validate fixes
  • Work directly with Engineering to articulate bugs and track fixes
  • Manage and resolve issues involving API integrations, OAuth, webhooks, and platform-level permissions
  • Handle data restoration requests and complex recovery scenarios
  • Give direct, constructive feedback to T1/T2 team members
  • Lead blameless postmortems and recommend process changes
  • Mentor and upskill T1/T2 through pairing and reviews
  • Help define processes, SLAs and ways of working for the Enterprise Support tier

Required qualifications

  • 5+ years of experience in a technical support, solutions engineering, or software development role
  • Demonstrated informal leadership: mentored teammates, gave peer feedback, or acted as a go-to senior person
  • Computer Science degree or equivalent practical experience
  • Proficiency in at least one scripting or programming language (Python, Ruby, JavaScript, or similar)
  • Strong understanding of REST APIs, OAuth, webhooks, and modern SaaS integration patterns
  • Experience with cloud platforms and SaaS ecosystems (Atlassian, GitHub, Shopify, or similar)
  • AWS - CloudWatch for logs, OpenSearch/Kibana for search infrastructure, SQS/SNS for async processing
  • Ability to read logs, inspect API responses, and debug issues at the network and application layers
  • Exceptional written and verbal communication
  • Comfort working independently in ambiguous, high-stakes situations with limited documentation

Nice to have

  • Experience with backup, recovery, or data resilience products
  • Familiarity with Jira, Confluence, or Atlassian platform administration
  • Experience with PostgreSQL and DynamoDB
  • Prior experience in a SaaS company at a similar scale (Series B / growth stage)
  • Experience working with enterprise customers and navigating complex account relationships
  • Experience as a team lead, senior or staff support engineer, or escalation lead

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

About the company

Rewind is a service that protects the critical data that powers businesses of all sizes by backing up data in cloud apps like Jira, GitHub, Confluence and Shopify.

Senior Technical Support Engineer (T3) at Rewind | JobZoey