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.