Cortland Daws

Senior Systems Engineer

Senior Systems Engineer with experience across four M&A integrations, specializing in HRIS-driven identity architecture and workforce platform consolidation across Microsoft 365, Google Workspace, Okta, and other SaaS systems. Skilled in tenant migrations, automated onboarding/offboarding, and SCIM/SSO provisioning, using Terraform, Power Automate, and APIs to streamline identity workflows. Known for improving security, operational efficiency, and cross-team alignment during organizational change.

Get in TouchLinkedIn

Impact Snapshot

4+
M&A Integrations
1,000+
Users Migrated
30%
Faster Resolution
40+
Markets Managed

Experience

IT Engineer

Prepared by Axon

Sep 2025 - Present
  • Joined as the second IT hire to build HRIS downstream automation and support generalist IT functions across the organization
  • Collaborated with Axon's IT team to migrate tooling and identity services while preserving a seamless user experience for Prepared employees following the acquisition

Senior System Engineer

DispatchHealth

Jul 2025 - Present
  • Engineered the technical integration and consolidation of two separate Microsoft 365 tenants following the DispatchHealth and Medically Home merger
  • Enhanced a critical Power Automate workflow to maintain seamless user data synchronization between Paylocity and two separate Microsoft Entra tenants

System Engineer

DispatchHealth

Feb 2025 - Jul 2025
  • Global Admin of Microsoft Azure; managing users, groups, SharePoint, Teams, Exchange, Endpoint/Intune, Conditional Access, and Enterprise Applications (SSO and SCIM Provisioning)
  • Developed detailed Confluence documentation to enhance system support and cross-team alignment

Productivity Engineer

DispatchHealth

Sep 2022 - Feb 2025
  • Designed and implemented Microsoft Power Automate flows to connect and optimize business processes, utilizing APIs for data transformation and enhanced efficiency
  • Successfully migrated the company from LastPass to Bitwarden, including SSO/SCIM setup and creation of comprehensive end-user documentation

IT Support Lead

DispatchHealth

Dec 2021 - Sep 2022
  • Led and supported the desktop support team, managing service desk tickets and serving as an escalation point for complex technical issues
  • Audited Service Desk calls and conducted one-on-one training sessions to improve agent performance and technical resolution quality

Desktop Support

DispatchHealth

Apr 2021 - Dec 2021
  • Resolved escalated technical issues through detailed research and collaboration with specialty teams to maintain established resolution procedures
  • Managed SharePoint permissions for document libraries and folders, implementing dynamic groups to ensure appropriate access for sensitive files

IT Service Desk Representative

DispatchHealth

Oct 2020 - Apr 2021
  • Provided remote technical support for corporate and clinical teams across Windows, Mac, and iOS devices and peripherals
  • Created troubleshooting articles for specific issues to ensure team members had efficient and up-to-date procedures to follow

Technical Support Technician

Dell (Contracted to The Boeing Company)

Aug 2019 - Sep 2020
  • Administered level two support to a team of 10-20 level one agents, providing technical guidance and escalation paths for problematic issues
  • Maintained and updated knowledge articles to ensure solutions remained current and effective for rapid issue resolution

Desktop Support Technician

Apex Systems (Contracted to The Boeing Company)

Nov 2017 - Aug 2019
  • Trained and mentored over 100 technicians, providing technical support for groups during their initial four-week onboarding period
  • Managed complex desktop issues using remote tools and problem-solving skills to minimize impact on customer productivity

Key Projects & Automations

Onboarding Automations

DispatchHealth

Created Power Automate cloud flows triggered by webhooks to continuously sync HR platforms with Microsoft Entra, automating user blocking, session sign-out, and license removal.

Invoicing Automations

DispatchHealth

Developed a Power Automate flow that automated the creation of 40-50 monthly employee invoices, reducing manual processing time from 1-3 days to near-instantaneous.

On-Call Automations

DispatchHealth

Designed an on-call workflow that allows market leaders to assign weekend on-call staff with automated regional Teams notifications for 40+ markets.

Call Out / Attendance Automations

DispatchHealth

Implemented a Power Automate system for handling call-outs for 1000+ employees, utilizing Microsoft Forms, Teams Approvals, and automated attendance tracking.

Skills & Expertise

Cloud

AzureAWSGoogle WorkspaceMicrosoft 365Entra IDIntuneOktaKandji

Security

Abnormal SecurityCarbonBlackCortexCato NetworksDLPDefenderConditional Access

Microsoft

Admin CenterExchangeSharePointTeamsPower PlatformEntra IDCompliance Center

Scripting

PowerShellPythonTerraformJSONAPIsPower Automate

Education & Certifications

Education

Bachelor of Business Administration in Business Information Systems

Mississippi State University

Starkville, MSClass of 2017

Certifications

Microsoft 365 Certified: Fundamentals (2024)Microsoft Certified: Azure Fundamentals (2023)Slack Certified Admin (2023)IT Information Library Foundations Certification (ITIL) (2022)CompTIA A+ (2021)

Get in Touch

Have a question or want to work together? Send me a message!