The Director of Infrastructure & SRE owns the function end-to-end: reliability, security, scalability, and operational governance of TailorCare’s infrastructure, plus the team that delivers it. You will be a peer to the Director of Software Engineering, Director of Data Engineering, and Director of Data Science, own the Infrastructure & SRE scorecard in front of the executive team, and lead vendor escalations with Salesforce, AWS, and Cresta, among others, at the Director level. In year one you will spend roughly 60% of your time hands-on (writing Terraform, leading incidents, doing architecture work) and 40% building the team and the practice.

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. We are hiring an operator who codes, runs incidents, owns the platform, and ships.

Converge all AWS resources to Terraform; Establish reproducible environments (dev, staging, production) with proper isolation and parity Standardize CI/CD pipelines across all engineering teams Site Reliability Define and operate SLOs, SLIs, and error budgets for all production systems (web/mobile applications, Salesforce, data processing, telephony stack) Build observability (metrics, logs, traces, alerting) across AWS, Salesforce, telephony/omni-channel, and Creta integrations Stand up the infrastructure on-call rotation, incident management, and post-incident review discipline, including RCAs Design and implement a tested DR strategy with documented RPO/RTO commitments Stabilize Salesforce,



telephony/omni-channel, and Creta integrations; close persistent gaps in skills-based routing, warm transfers, and telephony data parity Partner with Data Engineering on the reliability of data ingest paths (Fivetran, SFTP, S3) and Salesforce bulk API flows.

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Security & Compliance policy into enforced infrastructure controls: IAM, encryption (at rest and in transit), network segmentation, secrets management, audit logging Build and maintain test, staging, and ephemereal environments engineers actually use Establish self-service tooling so engineers ship without filing tickets Own the function’s MBR contribution: scorecard, risks, decisions needed Partner with Engineering, Data, Product, and Security & Compliance leadership as a peer 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 ~ Recent hands-on technical work (within the last 12 to 18 months) in Terraform, AWS, and production incident response ~ Ability and willingness to travel up to 10% as needed for onsite meetings, team collaboration, and company events.



Salesforce platform integration and operational experience AI/LLM-assisted operations tooling Experience scaling an infrastructure function in a healthcare or other regulated growth‑stage company 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. Bad news early is manageable; bad news late is expensive. You hire well, develop your team, and create the kind of operating workplace where senior people want to work. You will participate in the infrastructure on‑call rotation while it is being built We operate as a remote‑first company with options for a hybrid work model in Nashville.

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.

Comprehensive Benefits: From Day 1, employees enjoy medical, dental, vision, life, and disability insurance, wellness resources and an employer HSA contribution.

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 is an equal opportunity employer and does not discriminate on the basis of age, sex, gender identity/expression, sexual orientation, color, race, creed, national origin, ancestry, religion, marital status, political belief, physical or mental disability, pregnancy, military, or veteran status. #

📌 IT Infrastructures And Operations Manager H/F (Montreal)
🏢 TailorCare
📍 Montreal