IT & Security Engineer

Parachute Health is transforming post‑acute care through the leading digital ordering platform for medical equipment and supplies. We replace the outdated, error‑prone paper and fax process, which negatively impacts over 30 million patients annually, with a system that’s 10 times faster. Our platform connects a vast network of Home Medical Equipment (HME) providers, clinicians, and payors across all 50 states, ensuring millions of patients get the life‑saving products they need quickly and efficiently.

Join our team and make a difference in patient care.

You’ll join Parachute Health’s IT & Security team as a contractor, working alongside engineers and analysts who keep our healthcare technology environment secure, compliant, and operationally efficient. You’ll gain hands‑on exposure to identity, endpoint, network, and cloud security, compliance, and incident response in an environment governed by SOC 1, SOC 2, and HITRUST CSF.

You won’t just sit behind a desk. You’ll be a part of a fast‑paced environment, work closely with IT and Security professionals on real projects and sit in on incident response and architecture discussions.

IT operations & endpoint

• Support day‑to‑day IT operations: user onboarding/off‑boarding, hardware provisioning, troubleshooting tickets, and end‑user support.
• Help manage our macOS laptop fleet, MDM enrollment, configuration, software deployment, and compliance baselines.
• Troubleshoot connectivity, hardware, software, and authentication issues across Mac, Linux, and Windows environments.
• Document fixes, runbooks, and FAQs to help the team scale.

Identity & access

• Assist with Okta administration, user lifecycle, group management, SSO/MFA configuration, application assignments, and access reviews.
• Help run periodic access reviews and collect audit evidence.

Network & security tooling

• Support ZScaler operations, policy review, bypass requests, log analysis, and user troubleshooting.
• Help maintain DLP policies and triage alerts for potential data exfiltration.
• Assist with WAF rule review, false‑positive tuning, and traffic analysis (AWS WAFv2 / Akamai).
• Support SIEM operations in Splunk/Wazuh by querying logs, building dashboards, and tuning alerts.

Scripting & automation

• Write and maintain scripts to automate repetitive IT/Security tasks – log analysis, evidence collection, ticket enrichment, account hygiene, and reporting.
• Build small tools that make the team faster (no full‑stack development required).
• Contribute to and use AI/agentic workflows the team has built (MCP servers, Claude‑based runbooks) to accelerate investigations.

• Bachelor’s Degree in Cybersecurity, Information Technology, Computer Science, Information Assurance, IT Management, or a related field.
• Scripting experience is required. You can write working scripts in at least one of:
  Bash, Python, or Power Shell. You don’t need to be a software developer, but you should be comfortable automating tasks with code.
• Working knowledge of the Linux command line, file system navigation, permissions, process management, log inspection (grep, awk, sed, tail, journalctl).
• Comfort with macOS as a daily‑driver OS and basic troubleshooting on Mac.
• Solid IT troubleshooting fundamentals, networking basics (DNS, DHCP, VPN, TLS), authentication flows (SAML, OAuth, MFA), and hardware/software support.
• Comfort using Git, Git Hub, and the terminal.
• Actively follows trends in IT, cybersecurity, and AI, with a strong desire to experiment with new tools.
• Strong written communication; you can document what you did so others can use it.
• Must reside in the U.S.

• Hands‑on exposure to any of:
  Okta, ZScaler, Jamf/Kandji/Intune, Crowd Strike/Sentinel One, Splunk, Wazuh, AWS, GCP – academic labs, home labs, and personal projects all count.
• Familiarity with DLP concepts (data classification, exfiltration channels, false positives).
• Familiarity with WAF concepts (OWASP Top 10, rule tuning, rate limiting).
• Experience with SIEM querying (Splunk SPL, Wazuh rules, Sigma) or log analysis.
• Exposure to compliance frameworks (SOC 2, HIPAA, NIST CSF, ISO 27001).
• Experience with LLMs, agents, MCP servers, or prompt engineering…