System Specialist

Option One Technologies; Boston (MA); Remote; USD 70,000 - 110,000; Full time

Job summary

Join a forward-thinking company revolutionizing IT services for financial institutions. As a Remote/Field Systems Specialist, you will lead technical operations, manage enterprise systems, and mentor support teams. This hands-on role requires deep technical expertise and a passion for client service. You'll oversee cloud platforms, VoIP systems, and mobile device strategies while ensuring smooth client onboarding. With a commitment to cutting-edge technology and a supportive work environment, this is your chance to grow your career in a fast-paced, innovative setting.

Benefits

Comprehensive medical coverage

Dental coverage

Vision coverage

Paid courses and certifications

Generous PTO

Supportive work environment

Qualifications

• 7+ years of IT support experience across all tiers.
• Strong expertise in cloud platforms and enterprise systems.

Responsibilities

• Lead complex technical projects and manage enterprise systems.
• Provide expert escalation support for challenging system issues.

Skills

Microsoft 365

Azure

G Suite

VoIP

Networking (VPNs, Firewalls)

Scripting

RMM

Backups

Customer Service

Leadership

Education

Bachelor's degree in Computer Science

Advanced certifications (e.g., CompTIA CASP, MCSE)

Tools

Intune

DUO

KVM

Job description

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Who We Are

Option One Technologies is a next-generation managed IT and cloud platform revolutionizing how financial services and institutions access best-in-class technology. Founded in 2019 by alumni from the Boston-based hedge fund Highfields Capital Management, we are on a mission to make cutting-edge solutions accessible to all enterprises — from established firms to emerging innovators. We deliver secure, efficient, and expertly managed services that align technology with client success.

About the Role

We’re seeking a Remote/Field Systems Specialist to lead technical operations, serve as the top escalation point for our L1/L2 engineers, and oversee enterprise systems and cloud platforms for our diverse client environments. This is a hands-on leadership role, combining deep technical expertise, strategic project management, and a passion for delivering top-tier client service.

Key Responsibilities

1. Lead complex technical projects and manage enterprise systems
2. Oversee new client onboarding, ensuring smooth implementations
3. Provide expert escalation support for challenging system and end-user issues
4. Guide and mentor L1/L2 support teams to elevate service delivery
5. Manage cloud platforms, enterprise applications, VoIP systems, and remote access infrastructure
6. Architect and manage mobile device strategies (iOS, Android)
7. Support financial data applications like Bloomberg, FactSet, and Enfusion
8. Lead capacity planning, system monitoring, performance tuning, and incident response
9. Own project management for client onboarding, from discovery to post-implementation

What We’re Looking For

• Bachelor’s degree in Computer Science, IT, or related field, or equivalent experience
• 7+ years of progressive IT support experience across all tiers
• Strong expertise in Microsoft 365, Azure, G Suite, VoIP, and system administration
• Advanced certifications (e.g., CompTIA CASP, MCSE, VMware, ITIL Expert)
• Solid understanding of financial data applications and technical integrations
• Experience with enterprise mobility and endpoint management
• Networking skills (VPNs, Firewalls, Cloud networking)
• Leadership skills with the ability to coach, mentor, and uplift teams
• Excellent troubleshooting, communication, and customer service abilities
• Experience with scripting, RMM, backups, KVM, DUO, Intune, and patch management is a plus

Why Join Option One?

• Work with cutting-edge technologies
• Comprehensive medical, dental, and vision coverage
• Paid courses and certifications
• Generous PTO and a supportive, positive environment
• Be part of a fast-growing company redefining the MSP space

Ready to Level Up Your Career?

• Apply now and join a company that’s as committed to your growth as it is to delivering excellence to our clients. Let’s build the future of managed services — together.

Seniority level

• Mid-Senior level

Employment type

• Full-time

Job function

• Information Technology

Industries

• IT Services and IT Consulting