Remote IT System Engineer

Join Our Team at Option One Technologies!

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 Hybrid IT Systems Engineer 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

✅ Lead complex technical projects and manage enterprise systems

✅ Oversee new client onboarding, ensuring smooth implementations

✅ Provide expert escalation support for challenging system and end-user issues

✅ Guide and mentor L1/L2 support teams to elevate service delivery as needed

✅ Manage cloud platforms, enterprise applications, VoIP systems, and remote access infrastructure

✅ Architect and manage mobile device strategies (iOS, Android)

✅ Support financial data applications like Bloomberg, FactSet, and Enfusion

✅ Lead capacity planning, system monitoring, performance tuning, and incident response

✅ Own project management for client onboarding, from discovery to post-implementation

What We’re Looking For

✔ Bachelor’s 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 know-how (VPNs, Firewalls, Cloud networking)

✔ MSP experience is a plus

✔ Excellent troubleshooting, communication, and customer service abilities

✔ Experience with Scripting, RMM, Backups, KVM, DUO, Intune and Patch Management a plus

Why Join Option One?

✨ Work with cutting-edge technologies

✨ Flexible workplace: office + remote

✨ Comprehensive medical, dental, and vision coverage

✨ Paid parental leave

✨ 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.

Job Type: Full-time

Pay: From $60,000.00 per year

Benefits:

• Dental insurance
• Flexible schedule
• Health insurance
• Paid time off
• Professional development assistance
• Vision insurance

Application Question(s):

• How many years of experience of you have with Microsoft 365?
• Are you ok with Contract to Full Time?
• Do you have experience working in the financial sector?
• Do you have experience working for an MSP?

Work Location: Remote