Senior Systems Administrator

We’re looking for a high‑potential Senior Systems Administrator who’s energized by variety, challenge, and the chance to build something meaningful. As our first dedicated IT hire, you’ll step into a unique role where you’ll shape and modernize our entire technology environment while carving out your own path in a fast‑growing, established startup. 

This is a hands‑on, high‑impact opportunity for someone who loves learning and thrives in environments where no two days look the same. You’ll tackle everything from complex infrastructure and systems work to the everyday fixes that keep our team moving. If you’re the kind of person who sees a problem and can’t resist diving in, you’ll fit right in. 

You’ll work directly with executive leadership and collaborate with our managed service provider (MSP), giving you both autonomy and strong support as you grow. At Collectivfide, you get the best of both worlds: the excitement and flexibility of a young company with the stability of a proven business. Over time, this role will evolve into a foundational part of our technical leadership, ideal for someone who wants to build, influence, and grow. 

Key Duties & Responsibilities

Cloud & Enterprise Systems: Administration and continuous improvement of Azure and Microsoft 365 environments. 

Core Business Applications: Management and integration of the Broker Management System (Applied Epic), with focus on reliability, data integrity, and performance. 

Network & Connectivity: Establishment and oversight of multi-office networking, security posture, telephony (VoIP), and mobile device environments. 

End-Point Lifecycle: Implementation of modern endpoint management practices, including Intune and Autopilot, supporting 150+ devices with a goal of highly automated, low-touch operations. 

Security & Risk Management: Participation in cybersecurity strategy, vendor coordination, backup systems, and disaster recovery planning, with mentorship from senior leadership and the MSP. 

Architect for Scale: Contribute to infrastructure designs that support growth without linear increases in technical overhead. 

Drive Internalization: Help transition critical technical functions from outsourced support into internal ownership, improving responsiveness and system quality. 

Solve Real Problems: Develop strong root-cause analysis skills and the confidence to tackle complex technical challenges with guidance and feedback. 

Leadership Exposure: Participate in management-level discussions to understand how technology decisions shape business outcomes and operational efficiency. 

Qualifications

Education: A university degree is strongly preferred as it reflects foundational technical training and disciplined problem-solving ability. Equivalent professional experience will be considered for exceptional candidates. 

Technical Versatility: Experience across multiple domains such as cloud services, networking, operating systems, hardware, and enterprise applications. 

Curiosity & Growth Mindset: Demonstrated passion for technology and learning, whether through professional projects, home labs, personal experimentation, or community involvement. 

Industry Experience: Background in insurance and familiarity with Applied Epic or similar broker management systems is a strong asset but not mandatory. 

Autonomy with Support: Comfortable taking initiative while collaborating with senior leadership and the MSP to accelerate learning and execution. 

Must have strong communication and organizational skills and be able to multi-task and manage multiple projects simultaneously.

If due to a disability you require accommodation or accessible format and communication support, please submit your request in writing and together, with your Manager and Human Resources we will work together to develop an accommodation plan.   

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