TailorCare, Inc.

TailorCare, Inc.

Director, Infrastructure & SRE

Montreal, Quebec, Canada; United States · Director

Sponsorship not specifiedDetected 51 days ago
GitDynamoDBSnowflakeDatabricksAWSTerraformCI/CDGitHub ActionsGrafanaDatadogDevOpsSite Reliability EngineeringRESTData EngineeringData ScienceLLMsIncident ResponseComplianceSalesforceCadenceDNSHIPAALeadershipCommunication

About the role

  • As the team scales, that ratio shifts toward leadership, but you will never stop being technical.
  • We are not hiring a manager who reviews architecture diagrams from a distance.
  • Converge all AWS resources to Terraform; eliminate manual provisioning

Responsibilities

  • CI/CD pipeline design (GitHub Actions, GitLab CI, or equivalent)
  • Build observability (metrics, logs, traces, alerting) across AWS, Salesforce, telephony/omni-channel, and Cresta integrations
  • Own uptime, MTTR, and incident-volume trends as published metrics
  • Design and implement a tested DR strategy with documented RPO/RTO commitments
  • Partner with Data Engineering on the reliability of data ingest paths (Fivetran, SFTP, S3) and Salesforce bulk API flows.
  • Fair Compensation: We are committed to equitable pay for all team members and support your future goals with a 401k plan that includes employer matching.

Requirements

  • Experience operating in a HIPAA or comparably regulated environment (PCI, SOC 2 Type II, HITRUST, FedRAMP)
  • 10+ years in Infrastructure Engineering, SRE, or DevOps, with 3+ years in a senior IC or tech lead role and 2+ years directly managing engineers
  • Track record of hiring, leveling, and developing infrastructure or SRE engineers
  • Hands-on with observability stacks (CloudWatch, Datadog, Grafana, or equivalents)

Nice to have

  • Salesforce platform integration and operational experience
  • Amazon Connect or comparable contact center telephony platforms
  • Data platforms (Databricks, Snowflake, Fivetran)
  • HITRUST certification participation (e1 or r2)
  • AI/LLM-assisted operations tooling
  • When something breaks, you fix it and improve the system so it does not happen again.
  • You write code and ship infrastructure.
  • You surface risks early.

Skills

  • Own vulnerability management across cloud and application layers
  • Fix DNS, SPF, DKIM, DMARC, and IP reputation to resolve spam-folder deliverability impacting patient and operational communications
  • Own all TailorCare domain and email infrastructure
  • Reduce cycle time and remove infrastructure friction from the SDLC
  • Establish self-service tooling so engineers ship without filing tickets
  • Recent hands-on technical work (within the last 12 to 18 months) in Terraform, AWS, and production incident response
  • Deep AWS expertise (VPC, IAM, ECS/EKS, Lambda, RDS, DynamoDB, S3, API Gateway, WAF, Connect)
  • Production Terraform experience at scale (modules, state management, multi-environment)

Compensation

  • We are committed to equitable pay for all team members and support your future goals with a 401k plan that includes employer matching.
  • Community: We foster an inclusive environment where you can rely on your teammates, share honest feedback, and feel comfortable being your authentic self at work each day.
  • TailorCare seeks to recruit and retain staff from diverse backgrounds and encourages qualified candidates to apply.

Benefits

  • From Day 1, employees enjoy medical, dental, vision, life, and disability insurance, wellness resources and an employer HSA contribution.
  • Time Off: Our generous paid time off (PTO) and holiday plans ensure you have ample time to rest and recharge.
  • Family First: We offer paid parental leave and support a healthy work-life balance, encouraging flexibility and autonomy.

Company info

  • We are dedicated to our mission and deeply value our patients and each other.
  • Each day offers the opportunity to make a positive impact.
  • We operate as a remote-first company with options for a hybrid work model in Nashville.
  • This is not a slideware role. We are not hiring a manager who reviews architecture diagrams from a distance. We are hiring an operator who codes, runs incidents, owns the platform, and ships
  • We are hiring an operator who codes, runs incidents, owns the platform, and ships
  • Meaningful Work: We are dedicated to our mission and deeply value our patients and each other.
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