Provide remote IT support for clients across diverse systems and platforms, troubleshoot complex technical issues, collaborate with service teams, and maintain excellent client experiences. The role also includes onsite installations, configurations, and troubleshooting as needed. Candidates must have at least five years of IT help desk experience, including three years in an IT managed service provider environment, along with strong customer service, communication, organization, analytical, adaptability, and teamwork skills.
Location: US remote. Pacific-hours overlap preferred
You’re the kind of person who helps others succeed.
You’re the kind of person who helps others succeed.
You’re sharp, resourceful, and calm under pressure—the one people count on when technology misbehaves. You love solving problems, restoring order, and creating moments where others can breathe again because you’ve got it handled.
But lately, you might be craving a team that matches your standards—where doing great work and helping others thrive go hand in hand.
That’s where Endsight comes in.
Who We Are
That’s where Endsight comes in.
Who We Are
Endsight is a fast-growing IT Managed Service Provider built on one core belief:
When we help others thrive, we thrive too.
We partner with small and mid-sized organizations—including nonprofits—to ensure their technology performs flawlessly so they can focus on what they do best.
We’re a team that learns fast, leans in, and looks out for one another. Life here feels like being part of a great university—you’ll grow quickly, connect deeply, and do work that truly matters.
When we help others thrive, we thrive too.
We partner with small and mid-sized organizations—including nonprofits—to ensure their technology performs flawlessly so they can focus on what they do best.
We’re a team that learns fast, leans in, and looks out for one another. Life here feels like being part of a great university—you’ll grow quickly, connect deeply, and do work that truly matters.
Purpose--What You'll Do
You’ll be both the frontline hero and trusted guide for our clients, helping them succeed through technology that simply works.
Your days will include:
- Providing remote IT support across a variety of systems and platforms
- Solving complex challenges with patience, curiosity, and a service-first mindset
- Collaborating closely with teammates to create consistently excellent client experiences
- Continuously learning new technologies and sharpening your craft
- Heading onsite for hands-on installations, configurations, and troubleshooting as needed.
Who Thrives Here
You’ll fit right in if you:
You’ll fit right in if you:
- Take pride in helping others succeed
- Love mastering your tools and improving your craft
- Communicate clearly and stay composed under pressure
- Are energized by teamwork and mutual respect
- Want to grow in a place where your success helps everyone win
Qualifications
Required:
- Must have 5 years minimum IT Help Desk
- Must have 3 years IT MSP experience
- Strong aptitude for Customer Service
- Ability to organize and manage multiple priorities
- Excellent analytical, verbal, and written communication skills
- Ability to adapt quickly to new technologies and changing business requirements
- Able and willing to collaborate as part of a team
- Respond to situations effectively, maintaining poise and focus
Preferred:
- Certifications: CompTIA (A+, Network, Security), Microsoft Associate/Expert, VMware, Apple, Citrix
- Bachelor's degree (in a related field) or equivalent experience
- Strong Networking Skills
If you’re ready to perform at a high level, learn like crazy, and make a real impact for the people you serve—Endsight is where you belong.
Apply today and let’s build something excellent together.
Benefits...What You’ll Get
- Medical: Company pays 100% of the base plan for the employee and family
- Dental & Vision
- 401(k) with employer matching
- Accrued Paid Time Off
- 9 Paid Holidays
- Career Pathing
AI Use Policy: While Endsight embraces AI as part of how we work, we require that all written application responses reflect the candidate's own thinking and voice. Responses that appear to be generated in whole or in substantial part by AI tools, including those that are labeled, signed, or disclosed as AI generated, may be disqualified from consideration. If you need an accommodation during the application process, please contact us at [email protected].
About
Endsight is a California-based outsourced technology managed services provider. Companies that hire us expect their technology to perform. And they count on us to make it so. While we ensure their systems operate effectively and their investments in IT align with their business goals, our clients get to concentrate on employing that technology to thrive. Our team of experts, ranging from the CIO level to readily-available help desk specialists, collaborate to provide comprehensive IT support to small and mid-sized businesses - nonprofits included. In the realm of cybersecurity, we help organizations assess vulnerabilities, tailor and implement protection measures, train staff, and maintain effective practices.
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What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
