Role Description CertifyOS is looking for a versatile IT Systems & Security Operations Specialist to bridge the gap between technical infrastructure management and security compliance. This mid-senior role is designed for a technical "all-rounder" who can manage L1 helpdesk escalations, lead complex system configurations, and ensure our organization remains audit-ready. As a critical member of our global infrastructure team, you will move beyond standard ticket resolution to focus on system improvement, automation, and advanced security governance. Work Timing: Rotational shifts (Including Night Shifts) Key Responsibilities - Advanced Systems Configuration & Improvement - Lead senior-level configuration and optimization of core SaaS platforms, including Google Workspace, JumpCloud (Identity Management), and Slack. - Architect and maintain Single Sign-On (SSO) integrations and Identity and Access Management (IAM) policies across all enterprise tooling. - Proactively identify bottlenecks in our current IT stack and implement technical solutions to enhance performance and user experience. - Security Operations & Compliance Audits - Proactively improving IT, Cloud, and Data security frameworks to mitigate risks. - Conduct regular, comprehensive audits of user permissions and system logs to ensure compliance with the principle of least privilege. - Conducting regular user access audits and monitoring security dashboards to lead technical vulnerability remediation. - Monitor security dashboards (EDR/MDM) and lead the technical remediation of identified vulnerabilities across the endpoint fleet. - IT Operations, Lifecycle Management & Support - Serve as the primary senior technical resource for L1 Helpdesk analysts, resolving complex escalations that require deeper system access. - Manage the full employee lifecycle, including ownership of end-to-end onboarding, offboarding, and asset retrieval processes, coordinating seamlessly with stakeholders. - Security, Compliance & Client Due Diligence - Lead responses to customer security questionnaires, RFPs, and TPRA/vendor security reviews, ensuring consistency and accuracy. - Serve as a key point of contact for client-facing security and compliance inquiries during due diligence processes. - Support the Security team in collecting and organizing evidence for SOC 2, HIPAA, and HITRUST audit readiness. - Process Automation - Design and implement automation scripts (Python/Bash) or low-code workflows to streamline repetitive IT tasks. - Continuously improve the automated provisioning process to ensure new hires are fully productive within their first 24 hours. - Performance, Reporting & OKRs - Own and maintain weekly and monthly IT/Security OKRs, including tracking progress, reporting metrics, and taking full initiative ownership. Qualifications - 5–8 years of progressive experience in IT Operations and Security. - Advanced knowledge of Google Workspace administration, JumpCloud (or similar IDP/MDM), and GCP IAM. - Deep experience in security frameworks (HIPAA/HITRUST/SOC 2), including hands-on experience supporting and maintaining SOC 2 audits. - Deep hands-on experience supporting and maintaining SOC 2 compliance/audit readiness. - Practical experience with scripting languages (Python) or automation tools to drive operational efficiency. - Must be comfortable working in a rotational shift environment, including night shifts, to support our global 24/7 operations. Preferred Qualifications - Relevant certifications (e.g., CompTIA Security+, Google Professional Workspace Administrator). - Previous experience in a high-growth startup or the healthcare technology industry. - Strong communication skills with the ability to report technical progress directly to executive leadership. Benefits - 100% coverage of health, dental, and vision insurance premiums for employees. - Unlimited PTO, with at least two weeks off each year to recharge for US-based team members. - Health insurance, statutory leave benefits, and additional wellness (menstrual) leave for women in India. - Commitment to building an inclusive environment where everyone feels valued and empowered. - Reasonable accommodations during the application process available upon request. - Commitment to pay transparency and fostering an open culture where compensation conversations are encouraged and respected.