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Sr. Security Engineer at Thoughtful AI. Location Information: Austin or Remote. . Join Our Mission to Revolutionize Healthcare. . Thoughtful. is pioneering a new approach to automation for all healthcare providers! Our AI-powered Revenue Cycle Automation platform enables the healthcare industry to automate and improve its core business operations.. . We’re hiring a Senior Security Engineer to secure and scale our stack. You’ll own platform security, system reliability, audit readiness, and integration strategy across cloud and hybrid environments. . . You'll take ownership of system reliability, security posture, audit readiness, and help guide our long-term integration strategy across cloud and legacy environments.. . We're unifying cloud-native and legacy systems into a secure, high-availability platform that powers AI-driven automation across healthcare.. . You’ll lead foundational work in infrastructure hardening, audit controls, and production observability, directly supporting mission-critical AI agents.. . You'll have executive support and budget to modernize everything from our VPN tunnels to our alerting stack.. . What You’ll Own:. . . Integration Strategy: . Lead infrastructure and tooling decisions as we unify multiple environments into a single, scalable platform.. . Audit Readiness: . Own and drive SOC 2 Type II and HITRUST prep, working across engineering, compliance, and security.. . System Reliability: . Ensure uptime, scalability, and fault tolerance across services. Set and enforce SLAs.. . On-Call Infrastructure: . Stand up our alerting, escalation, and . incident response. systems.. . Observability:. Improve logging, metrics, and dashboards using tools like HyperDX.. . Infrastructure Provisioning: . Spin up and manage production-grade infrastructure using OpenTofu/Terraform.. . Security & Networking: . Architect infrastructure with security best practices, including VPNs, IPsec tunnels, and hybrid network topologies.. . . Your Qualifications:. . . 8+ years of experience spanning Security, DevOps, and/or SRE roles in high-availability, cloud and hybrid environments—with a strong track record of leading integrations, hardening infrastructure, and ensuring audit/compliance readiness.. . Start-up mentality - desire to tackle ambiguous scope of work and willing to do whatever is necessary to drive the company/mission forward.. . Track record leading complex infrastructure integrations. . Deep AWS expertise; strong experience with Azure and/or GCP a bonus. . Proficiency in OpenTofu or Terraform for Infrastructure-as-Code. . Comfortable navigating hybrid cloud environments (e.g. EKS, legacy VMs, VPN tunnels). . Solid Kubernetes experience (Knative experience a plus). . Strong networking fundamentals and experience with on-prem systems. . Familiar with incident tooling (PagerDuty, Opsgenie) and setting SLOs/SLAs. . Personable and cross-functional: able to build rapport with stakeholders across engineering, compliance, and executive leadership. . Security-first mindset, with an eye for compliance and audit readiness. . Proficiency in SOC2 Type 2, HITRUST preparation.. . Comfortable spinning up new infrastructure as needed. . . What Sets You Apart:. . . You've integrated cutting edge cloud environments with customer's legacy environments. . You’ve built platforms, not just maintained them. . You treat DevOps as a product, not just a support function. . You care about developer experience, observability, and operational excellence. . . . . Why Thoughtful?. . . Competitive compensation. . Equity participation: Employee Stock Options.. . Health benefits: Comprehensive medical, dental, and vision insurance.. . Time off: Generous leave policies and paid company holidays.. . . . California Salary Range $170,000—$220,000 USD.