Technology Roadmap

Systems Administrator IV – Microsoft 365 | M365 Engineer | Tulsa, OK

Systems Administrator IV – Microsoft 365

📍 Location: Tulsa, Oklahoma
🏢 Work Arrangement: 100% Onsite
📅 Contract Duration: 12 Months
💼 Employment Type: Contract
🚫 Visa Sponsorship: Not Available
🚚 Relocation Assistance: Not Available
📞 On-Call: Participation in a 24/7 support rotation required
📌 Local Tulsa-Area Candidates Only

Overview

A leading energy organization is seeking an experienced Systems Administrator IV to provide senior-level administration, engineering and governance across its enterprise Microsoft 365 environment.

This is a hands-on technical leadership position supporting Microsoft 365 collaboration, identity, security and compliance services. The successful candidate will take end-to-end ownership of platforms including Exchange Online, Microsoft Teams, SharePoint Online, OneDrive, Copilot, Microsoft Entra ID and Microsoft Purview.

The role is particularly well suited to an experienced Microsoft 365 professional who can combine advanced technical troubleshooting with platform strategy, security governance, incident leadership and mentorship of other technical team members.

Key Responsibilities

Microsoft 365 Platform Administration

  • Lead the administration, engineering, licensing and governance of the Microsoft 365 platform.

  • Support Exchange Online, Microsoft Teams, SharePoint Online, OneDrive, Copilot and Microsoft Entra ID.

  • Maintain secure, reliable and scalable collaboration and productivity services across an enterprise environment.

  • Establish and maintain platform standards, administrative controls, permissions and governance processes.

  • Review Microsoft 365 licensing and access to support cost-effective, least-privilege platform usage.

Platform Strategy and Delivery

  • Monitor the Microsoft 365 product roadmap and evaluate emerging capabilities for business value, security and operational suitability.

  • Guide the testing, staging and production-readiness process for new Microsoft 365 services and major platform changes.

  • Translate business and technical requirements into scalable Microsoft 365 solutions.

  • Coordinate with security, infrastructure, business and project teams to deliver platform improvements and integrations.

  • Apply project-management and change-control practices throughout platform implementations and upgrades.

Identity and Access Management

  • Manage enterprise identity and access capabilities through Microsoft Entra ID.

  • Implement and maintain Single Sign-On, Multi-Factor Authentication and Conditional Access policies.

  • Administer privileged access controls and identity-governance processes.

  • Conduct access and permissions reviews to maintain least-privilege security.

  • Strengthen controls around administrative access and sensitive Microsoft 365 services.

Security and Compliance

  • Configure and administer Microsoft Purview security and compliance capabilities.

  • Support data classification, Data Loss Prevention, retention and eDiscovery requirements.

  • Implement Insider Risk Management controls and related governance processes.

  • Perform security reviews and platform hardening before significant service launches or changes.

  • Partner with security and compliance stakeholders to ensure Microsoft 365 services meet organizational requirements.

Reliability and Technical Support

  • Provide Tier 3 support for complex Microsoft 365, identity and collaboration-platform issues.

  • Lead root-cause analysis and post-incident reviews.

  • Develop and document solutions that improve service reliability and reduce recurring incidents.

  • Participate in the organization’s 24/7 on-call support rotation.

  • Maintain clear technical documentation, operational procedures and knowledge resources.

Technical Leadership

  • Provide technical leadership within a broader team of analysts and engineers.

  • Mentor colleagues and help develop their Microsoft 365 administration and troubleshooting capabilities.

  • Guide technical decision-making across complex platform initiatives.

  • Promote effective collaboration, knowledge sharing and operational best practices.

Required Qualifications

Candidates must meet one of the following education and experience combinations:

  • High school diploma or GED with at least 15 years of IT experience.

  • Associate degree with at least 10 years of IT experience.

  • Bachelor’s degree in an IT-related field with at least eight years of IT experience.

A bachelor’s degree is not mandatory when the candidate possesses the required equivalent professional experience.

Required Experience

  • Extensive hands-on experience administering and engineering enterprise Microsoft 365 environments.

  • Strong experience with:

    • Exchange Online

    • Microsoft Teams

    • SharePoint Online

    • OneDrive

    • Microsoft Copilot

    • Microsoft Entra ID

    • Microsoft Purview

  • Experience managing Microsoft 365 licensing, permissions, governance and platform-readiness processes.

  • Strong knowledge of SSO, MFA, Conditional Access, privileged access and identity governance.

  • Experience with Microsoft Purview capabilities including DLP, retention, data classification and eDiscovery.

  • Experience providing Tier 3 support and resolving sophisticated Microsoft 365 platform issues.

  • Demonstrated ability to lead root-cause analysis and post-incident reviews.

  • Experience working in a large, enterprise-scale environment with formal governance and change-control processes.

  • Ability to analyse business and technical requirements and translate them into scalable technology solutions.

  • Strong organizational, communication and interpersonal skills.

  • Ability and willingness to participate in a 24/7 on-call rotation.

  • Commitment to maintaining safety as the highest operational priority.

Preferred Background

  • Experience owning Microsoft 365 platforms across a large, multi-site or highly regulated organization.

  • Previous responsibility for platform strategy, roadmap evaluation and enterprise governance.

  • Experience leading complex Microsoft 365 deployments, migrations, integrations or security improvements.

  • Technical leadership or mentorship experience.

  • Experience working collaboratively with security, infrastructure, compliance and business stakeholders.

  • A stable employment history, including completed long-term contracts or sustained ownership of multi-year platform initiatives.

Formal people-management experience is not required. The priority is hands-on technical leadership, platform ownership and the ability to mentor others.

Location Requirement

This position requires attendance onsite in Tulsa, Oklahoma, five days per week. Only candidates who already live within a practical commuting distance of Tulsa will be considered.

Relevant nearby locations may include Tulsa, Broken Arrow, Jenks, Bixby, Owasso, Sand Springs, Sapulpa, Glenpool, Catoosa, Claremore and Collinsville.

Relocation assistance is not available.

 

Lead Software Engineer – DevOps Architect | TS/SCI with Poly | Palm Bay, FL

Lead Software Engineer – DevOps Architect (TS/SCI with Poly)

📍 Location: Palm Bay, FL (100% Onsite)
🏢 Industry: Aerospace & Defense
💼 Employment Type: Full-Time
🗓️ Work Schedule: 9/80 Schedule (Every Other Friday Off)
🔒 Security Clearance Required: Active TS/SCI with Polygraph
🚫 Visa Sponsorship: Not Available
🚚 Relocation Assistance: Available
✈️ Interview Travel: Reimbursed
💰 Compensation: $140,000 – $180,000 Base Salary

Overview

A leading aerospace and defense organization is seeking a Lead Software Engineer – DevOps Architect to lead the design, modernization, and long-term evolution of a containerized microservices platform supporting mission-critical applications.

This is a highly technical architecture role focused on DevOps engineering, containerization, CI/CD, infrastructure automation, and platform modernization. The successful candidate will provide technical leadership across architecture, implementation, and engineering best practices while partnering closely with software engineering, infrastructure, cybersecurity, and program stakeholders.

This is an ideal opportunity for an experienced DevOps Architect, Platform Architect, Software Architect, or Cloud Infrastructure Architect who enjoys designing scalable, secure, and resilient distributed systems.

Key Responsibilities

DevOps & Platform Architecture

  • Lead the architecture and design of Docker-based microservices platforms.

  • Develop scalable, secure, and resilient distributed system architectures.

  • Define platform roadmaps and long-term modernization strategies.

  • Establish architecture standards and engineering best practices.

Containerization & Orchestration

  • Design and implement containerized application environments.

  • Drive technical decisions around container orchestration platforms.

  • Improve platform scalability, availability, and operational resilience.

  • Guide platform standardization across engineering teams.

CI/CD & Infrastructure Automation

  • Design modern CI/CD pipelines and deployment strategies.

  • Drive Infrastructure as Code (IaC) and automation initiatives.

  • Improve build, release, deployment, and monitoring processes.

  • Promote DevOps best practices across the software lifecycle.

Software Architecture

  • Produce detailed architectural designs and interface specifications.

  • Define deployment models and technical design documentation.

  • Support API integration and service-to-service communication.

  • Evaluate architecture tradeoffs and recommend improvements.

Technical Leadership

  • Lead architecture and design reviews.

  • Mentor engineering teams and provide technical guidance.

  • Identify technical risks and mitigation strategies.

  • Collaborate with software, infrastructure, cybersecurity, and program leadership.

Required Qualifications

Education & Experience

  • Bachelor's Degree with 9+ years of relevant experience

OR

  • Master's Degree with 7+ years of relevant experience

OR

  • 13+ years of related experience in lieu of a degree

Security Clearance

✔ Active TS/SCI with Polygraph (Required)

Required Technical Expertise

DevOps & Platform Engineering

  • DevOps Architecture

  • Platform Engineering

  • Distributed Systems Architecture

  • Microservices Architecture

  • Docker

CI/CD & Automation

  • Continuous Integration / Continuous Delivery (CI/CD)

  • Infrastructure as Code (IaC)

  • Configuration Management

  • Automated Deployments

Container Technologies

  • Docker

  • Kubernetes

  • OpenShift (or similar orchestration platforms)

Software Architecture

  • API Design

  • Service-to-Service Communication

  • Distributed Systems

  • Platform Modernization

Security & Reliability

  • Secure Platform Engineering

  • Scalability & Performance Optimization

  • System Reliability & Observability

  • Infrastructure Resilience

Preferred Qualifications

Experience with:

  • Kubernetes

  • OpenShift

  • Docker Enterprise

  • Infrastructure Automation

  • Platform Modernization

  • Enterprise DevOps

  • Cloud-Native Platforms

  • Large-Scale Distributed Systems

Strong experience producing:

  • Architecture documentation

  • Technical design artifacts

  • Interface specifications

  • Engineering decision records

Must-Have Skills

Architecture

  • Docker-Based Architecture

  • Microservices

  • Distributed Systems

  • Platform Engineering

DevOps

  • CI/CD Pipelines

  • Infrastructure as Code

  • Configuration Management

  • Deployment Automation

Leadership

  • Technical Leadership

  • Architecture Reviews

  • Engineering Mentorship

  • Cross-Functional Collaboration

Infrastructure

  • Kubernetes / OpenShift

  • API Integration

  • Secure Platform Engineering

  • Monitoring & Observability

Screening Questions

  1. Do you currently hold an active TS/SCI clearance with Polygraph?

  2. How many years of experience do you have in DevOps engineering, software architecture, or platform architecture?

  3. Have you designed and implemented Docker-based microservices architectures?

  4. What experience do you have with container orchestration platforms such as Kubernetes or OpenShift?

  5. Have you designed and implemented enterprise CI/CD pipelines and Infrastructure as Code solutions?

  6. Have you produced detailed architectural documentation, technical designs, and deployment models?

  7. Do you have experience designing secure distributed systems, APIs, and service-to-service communication patterns?

  8. Have you led architecture reviews, mentored engineering teams, and driven technical direction?

  9. What tools or technologies have you used for infrastructure automation and configuration management?

  10. Are you able to work onsite full-time in Palm Bay, Florida?

Ideal Candidate Profile

The ideal candidate will:

  • Hold an active TS/SCI with Polygraph.

  • Be an experienced DevOps or Platform Architect with deep expertise in distributed systems.

  • Have extensive experience designing Docker-based microservices platforms.

  • Possess strong Kubernetes or OpenShift experience.

  • Be comfortable defining enterprise architecture standards and long-term technology roadmaps.

  • Thrive in highly collaborative engineering environments.

  • Demonstrate strong mentoring, communication, and technical leadership skills.

  • Balance hands-on engineering with strategic architectural decision-making.

Candidate Snapshot

Requirement

Details

Clearance

Active TS/SCI with Polygraph

Experience

10–15+ Years

Architecture

DevOps, Platform & Microservices

Containerization

Docker

Orchestration

Kubernetes / OpenShift

DevOps

CI/CD, IaC, Configuration Management

Software

API Design, Distributed Systems

Location

Palm Bay, FL

Work Arrangement

100% Onsite

Schedule

9/80 (Every Other Friday Off)

Compensation

$140K – $180K

Relocation

Available

What Makes Someone Successful in This Role?

  • Deep expertise in DevOps architecture and distributed systems.

  • Strong experience designing Docker-based microservices platforms.

  • Ability to architect scalable, resilient, and secure enterprise solutions.

  • Proven success implementing CI/CD, Infrastructure as Code, and automation strategies.

  • Strong technical leadership with experience mentoring engineering teams.

  • Excellent communication skills, capable of presenting architectural concepts to both technical and non-technical stakeholders.

  • Ability to drive platform modernization while ensuring operational reliability and long-term maintainability.

 

CTO Co-Founder – Healthcare Payments AI Startup – New York, NY

CTO Co-Founder – Healthcare Payments AI Startup

📍 Location: New York, NY (Onsite)
💼 Employment Type: Full-Time
🚫 Visa Sponsorship: Not Available
🚚 Relocation Assistance: Not Available
💰 Compensation: $150,000 Base + 15–20% Equity

Overview

A funded early-stage healthcare AI startup is seeking a hands-on CTO Co-Founder to lead technology strategy, product development, architecture, and engineering execution.

The company is building an AI-powered platform focused on transforming healthcare payments, claims processing, revenue cycle management, and financial workflow automation. This is a true 0-to-1 opportunity for a technical leader who wants to build both the product and the company from the ground up.

Key Responsibilities

Technology & Product Leadership

  • Own the technology vision, architecture, and engineering roadmap.

  • Build and launch the company’s initial MVP and commercial platform.

  • Evaluate and select the technology stack and infrastructure.

  • Design secure, scalable systems for healthcare payment and claims workflows.

AI & Workflow Automation

  • Build AI-driven workflow automation and operational intelligence capabilities.

  • Develop data ingestion, normalization, and decision-support solutions.

  • Implement automation for claims, reimbursement, reconciliation, and payment processes.

Engineering Leadership

  • Recruit, hire, and lead the founding engineering team.

  • Establish development standards, processes, and engineering culture.

  • Drive execution from concept through production deployment.

Strategic Collaboration

  • Work directly with the CEO, investors, advisors, and early customers.

  • Translate customer needs into scalable technical solutions.

  • Support fundraising, product strategy, and commercial growth initiatives.

Required Qualifications

Experience

✔ 0-to-1 Product Development Experience

✔ Hands-On Software Engineering & Architecture

✔ AI / ML & Workflow Automation

✔ Engineering Team Leadership

✔ Healthcare Payments, Revenue Cycle, FinTech, or Transaction-Based Systems Experience

✔ 10+ Years of Technical Experience

Education

  • Bachelor's Degree in Computer Science, Engineering, or related field.

  • Graduate of a top-tier university strongly preferred.

Preferred Backgrounds

  • Healthcare Technology

  • Revenue Cycle Management (RCM)

  • Claims Processing Platforms

  • Payments & FinTech

  • AI Workflow Automation

  • Enterprise SaaS

  • Data Infrastructure

  • Healthcare Interoperability

Ideal Candidate

The ideal candidate is a builder-first technical leader who has:

  • Personally built and launched software products from MVP to production.

  • Experience operating in startups or high-growth environments.

  • Strong software architecture and coding skills.

  • Experience developing AI-powered products or automation platforms.

  • Knowledge of healthcare payments, claims, revenue cycle, or other regulated transaction-heavy industries.

  • Experience recruiting and leading engineering teams.

  • Ability to communicate effectively with customers, executives, and investors.

Healthcare payments experience is highly desirable but candidates from fintech, enterprise workflow automation, or regulated data-intensive industries will also be considered.

Candidate Snapshot

Requirement

Details

Level

CTO / Co-Founder

Experience

10+ Years

Location

New York, NY (Onsite)

Industry

Healthcare AI / FinTech

Education

Bachelor's Degree Required

Equity

15–20%

Relocation

No

Sponsorship

No

Screening Questions

  1. Have you personally built and launched a software product from MVP to production?

  2. Describe your experience leading 0-to-1 product development initiatives.

  3. What AI, machine learning, or workflow automation products have you built?

  4. Do you have experience in healthcare payments, revenue cycle management, claims processing, or fintech?

  5. Have you recruited and led engineering teams in a startup or high-growth environment?

  6. What programming languages, frameworks, and cloud technologies have you used to build scalable products?

  7. Are you comfortable being a hands-on contributor while also leading the engineering organization?

  8. Are you able to work onsite in New York City?

What Makes Someone Successful in This Role?

  • Founder mentality and bias toward action.

  • Strong technical depth with hands-on coding capability.

  • Experience building products in regulated, transaction-heavy environments.

  • Ability to move quickly from concept to commercial product.

  • Strong communication skills with both technical and non-technical stakeholders.

  • Passion for using AI to solve complex operational challenges.

  • Desire to build and scale a company, not just a technology platform.