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Remote Help Desk Support Jobs in Boston, MA (NOW HIRING)

Cannon Search

Help Desk Specialist

Boston, MA · On-site +1

Supporting Microsoft Office (2013/2016) environments * Managing user accounts and IT assets ... remote) * Excellent benefits, including 401(k) match and profit sharing * Stable, collegial ...

Lendbuzz

Senior IT Manager (Boston)

Boston, MA · On-site +1

$150K - $190K/yr

Lead, mentor, and grow a high-performing IT team (help desk, sysadmins; onsite & remote) * Build the IT roadmap (12-18 months) aligned to business goals, security posture, support scale and ...

Thrive

Systems Engineer

Foxboro, MA · On-site +1

$45K - $65K/yr

Required Qualifications * 2-3 years of IT support experience in a help desk or service desk environment; MSP experience preferred * Experience with ticketing systems (e.g., ServiceNow), remote ...

Thrive

Systems Engineer

Foxboro, MA · Remote

Required Qualifications * 2-3 years of IT support experience in a help desk or service desk environment; MSP experience preferred * Experience with ticketing systems (e.g., ServiceNow), remote ...

DoiT

Head of Deals Desk & Pricing Strategy

Boston, MA · Remote

Location At DoiT, calling us 'remote friendly' would be an understatement. That said, our Head of ... It's helping coach sellers through relevant DoiT policies and finding creative paths to win ...

Zinier

Customer Support Associate (Remote)

Boston, MA · Remote

$18 - $24.50/hr

We are a remote-first, global team headquartered in Silicon Valley, with a hybrid workforce across ... What we are looking for Are you passionate about solving technical problems and helping customers ...

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Remote Help Desk Support information

See Boston, MA salary details

$13

$25

$36

How much do remote help desk support jobs pay per hour?

As of Jul 26, 2026, the average hourly pay for remote help desk support in Boston, MA is $25.15, according to ZipRecruiter salary data. Most workers in this role earn between $20.91 and $28.22 per hour, depending on experience, location, and employer.

How to make $1000 a week remotely?

A remote Help Desk Support professional can earn $1000 or more weekly by working full-time hours, often 40 hours or more, and gaining experience or specialized certifications such as CompTIA A+ or Microsoft Certified. Increasing income may involve taking on multiple clients, offering premium support services, or advancing to higher-paying roles within IT support environments.

Is AI replacing IT's help desk?

AI is automating certain routine help desk tasks such as password resets and basic troubleshooting, but it does not fully replace the role of a remote help desk support specialist. Human intervention remains essential for complex issues, customer communication, and critical thinking, making the role still vital in IT support environments.

What are some common challenges faced by Remote Help Desk Support professionals, and how can they be addressed?

Remote Help Desk Support professionals often face challenges such as troubleshooting technical issues without physical access to devices, managing multiple support requests simultaneously, and maintaining clear communication with users of varying technical abilities. These challenges can be addressed by developing strong remote diagnostic skills, using reliable remote access tools, and leveraging knowledge bases or ticketing systems to stay organized. Additionally, cultivating patience and effective communication helps build rapport with users and ensures issues are resolved efficiently.

Do remote help desk jobs exist?

Yes, remote help desk support jobs are widely available and involve providing technical assistance to users via phone, email, or chat. These roles often require knowledge of operating systems, troubleshooting skills, and familiarity with remote support tools like remote desktop software.

What is the difference between Remote Help Desk Support vs Remote IT Support Specialist?

AspectRemote Help Desk SupportRemote IT Support Specialist
CertificationsCompTIA A+, Network+ (often required)CompTIA A+, Network+, Cisco CCNA (may be preferred)
Work EnvironmentCustomer service-focused, troubleshooting end-user issues remotelyTechnical problem-solving, network and system support remotely or on-site
Employer & Industry UsageIT service providers, tech companies, corporate IT departmentsIT service providers, corporate IT, managed service providers

Remote Help Desk Support primarily focuses on assisting end-users with hardware and software issues via remote tools, emphasizing customer service. Remote IT Support Specialists handle broader technical tasks, including network and system troubleshooting, often requiring more advanced certifications. Both roles are vital in IT support, but Help Desk roles are more customer-facing, while IT Support Specialists may handle more complex technical problems.

What are the key skills and qualifications needed to thrive as a Remote Help Desk Support, and why are they important?

To thrive as a Remote Help Desk Support, you need strong troubleshooting abilities, technical knowledge of operating systems and software, and typically a relevant IT certification such as CompTIA A+ or Microsoft Certified Professional. Familiarity with ticketing systems like Zendesk or ServiceNow, remote desktop tools, and basic networking concepts is essential. Excellent communication, patience, and problem-solving skills set top performers apart in this role. These skills ensure efficient resolution of user issues, customer satisfaction, and smooth IT operations in a remote environment.

What is a Remote Help Desk Support specialist?

A Remote Help Desk Support specialist is an IT professional who assists users with technical issues and troubleshooting, typically from a remote location. They handle support requests via phone, email, or chat, resolving problems related to software, hardware, networks, or other technology services. Their primary goal is to provide timely solutions to technical problems, maintain user satisfaction, and ensure the smooth operation of IT systems for clients or employees.

How can I make 2000 a week working from home?

A remote help desk support role can pay around $1,000 to $2,000 per week depending on experience, certifications, and workload. Increasing earnings may involve taking on multiple clients, working overtime, or advancing to higher-level support positions that offer higher pay rates.
What are popular job titles related to Remote Help Desk Support jobs in Boston, MA? For Remote Help Desk Support jobs in Boston, MA, the most frequently searched job titles are:
What job categories do people searching Remote Help Desk Support jobs in Boston, MA look for? The top searched job categories for Remote Help Desk Support jobs in Boston, MA are:
Remote Help Desk Support jobs near you
Infographic showing various Remote Help Desk Support job openings in Boston, MA as of July 2026, with employment types broken down into 91% Full Time, and 9% Part Time. Highlights an 100% Remote job distribution, with an average salary of $52,314 per year, or $25.2 per hour.
Help Desk Specialist

Help Desk Specialist

Cannon Search

Boston, MA • On-site, Remote

Full-time

Retirement

Posted 8 days ago

Job description

I'm partnering with a well-established, highly respected Boston-based professional services firm to hire a Help Desk Specialist for their internal IT team.
This is a great opportunity for someone who enjoys being the go-to person for technical support and thrives in a polished, client-facing environment supporting attorneys and professional staff.
What You'll Be Doing:
  • Troubleshooting hardware, software, and application issues through resolution
  • Supporting Microsoft Office (2013/2016) environments
  • Managing user accounts and IT assets
  • Documenting tickets in a service management system
  • Contributing to knowledgebase articles and user training
  • Participating in a 24/7 on-call rotation

What They're Looking For:
  • 3+ years of Help Desk / Desktop Support experience
  • Strong troubleshooting and customer service skills
  • Experience in a law firm or professional services environment is highly preferred
  • Exposure to legal applications (iManage/FileSite a plus)
  • Someone composed, professional, and comfortable supporting senior-level users

Why This Role Stands Out:
  • 35-hour work week (Monday-Friday, 9-5)
  • Hybrid schedule (2 days remote)
  • Excellent benefits, including 401(k) match and profit sharing
  • Stable, collegial environment with long-term career potential

This is an ideal role for someone who values professionalism, teamwork, and being part of a firm where technology truly supports the business.
Interviewing Now! Apply to this post or email Dan Gilliam at email: dan.gilliam@cannonsearch.com
#BostonJobs #HelpDesk #DesktopSupport #ITSupport #HybridWork #Hiring

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