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Remote It Helpdesk Jobs in Vermont (NOW HIRING)

Mach7 Technologies

Sales General Opening

Burlington, VT · On-site +1

$13.75 - $18.75/hr

We love people who live near the fun, and for the right person, we're open to remote. If this ... S -- Everyone Sells Not just Sales--Engineering, Product, Support, Finance, IT. We align behind ...

Ursa Major Skincare

Create your Dream Job

Waterbury, VT · On-site +1

Tell us how you think you can help grow our business. It might be helpful to put the job you're applying for in the Summary section. Benefits * Competitive compensation, plus equity. * Annual bonus ...

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All JobsIt Helpdesk JobsRemote It Helpdesk JobsRemote It Helpdesk Jobs in Vermont

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How much do remote it helpdesk jobs pay per hour?

As of Aug 28, 2026, the average hourly pay for remote it helpdesk in Vermont is $24.62, according to ZipRecruiter salary data. Most workers in this role earn between $20.43 and $27.60 per hour, depending on experience, location, and employer.

What is a remote IT helpdesk?

A Remote IT Helpdesk is a service or team that provides technical support to users from a distance, typically via phone, chat, or remote desktop tools. These professionals assist with troubleshooting computer issues, software problems, network connectivity, and other IT-related concerns without being physically present. Remote IT Helpdesk staff are essential for organizations with distributed workforces, ensuring employees have reliable access to technology and can resolve issues quickly. Their work helps minimize downtime and keep business operations running smoothly.

What are the key skills and qualifications needed to thrive as a remote IT helpdesk professional?

To thrive as a Remote IT Helpdesk professional, you need a solid understanding of computer systems, troubleshooting techniques, and customer support, often supported by a relevant IT degree or certifications like CompTIA A+ or Microsoft Certified: Modern Desktop Administrator Associate. Familiarity with ticketing systems (such as ServiceNow or Zendesk), remote desktop tools, and knowledge bases is typically required. Outstanding communication, patience, and problem-solving skills help you effectively resolve user issues and deliver excellent customer service remotely. These competencies ensure efficient technical support, minimize downtime, and enhance user satisfaction in distributed work environments.

What are some common challenges faced by remote IT helpdesk professionals and how can they be managed?

Remote IT Helpdesk professionals often encounter challenges such as troubleshooting issues without physical access to devices, communicating effectively with users of varying technical skills, and managing multiple support tickets simultaneously. To overcome these, it's important to develop strong remote diagnostic skills, use clear and patient communication, and leverage remote support tools efficiently. Staying organized and proactively documenting solutions can also help manage workload and ensure consistent service quality.

What is the difference between Remote It Helpdesk vs Remote Technical Support Specialist?

AspectRemote It HelpdeskRemote Technical Support Specialist
CertificationsCompTIA A+, Network+CompTIA A+, Cisco CCNA
Work EnvironmentHelpdesk ticketing systems, remote troubleshootingCustomer support, remote diagnostics, software/hardware issues
Industry UsageIT service providers, corporate IT departmentsIT support companies, tech vendors
Search IntentRemote IT Helpdesk vs Technical SupportRemote Technical Support vs Helpdesk

Remote It Helpdesk and Remote Technical Support Specialist roles share similarities in certifications and remote work environments. However, the Helpdesk typically focuses on ticket-based support for general IT issues, while Technical Support Specialists often handle more complex technical problems and may require additional certifications like Cisco CCNA. Both roles are vital in IT support, but they differ in scope and technical depth.

What are the most commonly searched types of It Helpdesk jobs in Vermont?

The most popular types of It Helpdesk jobs in Vermont are:

What job categories do people searching Remote It Helpdesk jobs in Vermont look for?

The top searched job categories for Remote It Helpdesk jobs in Vermont are:

Remote It Helpdesk jobs near you
Infographic showing various Remote It Helpdesk job openings in Vermont as of August 2026, with employment types broken down into 82% Full Time, and 18% Part Time. Highlights an 100% Remote job distribution, with an average salary of $51,200 per year, or $24.6 per hour.

Enterprise Support Engineer II

ConnexPay

Burlington, VT • Remote

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

This job post has expired today. Applications are no longer accepted.

Job description

Company: ConnexPay
Location: Remote – U.S.-Based | Atlanta, GA | Dallas, TX
Job Type: Full-Time
Reports To: VP of IT Operations
About ConnexPay:
Founded in 2017, ConnexPay is a payments technology company transforming modern e-commerce by bringing PayIns and PayOuts together on a single global platform.
Our technology enables businesses to manage B2B payment needs—including payment acceptance, fraud management, and supplier payments—through one integrated solution. ConnexPay supports a wide range of industries and payment use cases, including global travel, ticketing, insurance and warranty claims, loyalty and rewards, media, and advertising.
At ConnexPay, our culture is built around employee engagement, customer satisfaction, collaboration, and open communication. We believe behaviors drive culture, and culture drives results. We work as one team with a shared commitment to our customers and each other.
 

About the Opportunity:
ConnexPay is seeking an experienced Enterprise Support Engineer II to provide advanced technical support across our enterprise environment.
This is a hands-on Level II support position for an experienced technical professional who can troubleshoot complex hardware, software, Microsoft 365, networking, operating system, and enterprise application issues while also serving as a resource and mentor to Level I support engineers.
The Enterprise Support Engineer II will help improve support processes, analyze ticket trends, manage technical equipment inventory, coordinate support coverage, train users, and collaborate with teams throughout the organization.
This position requires a combination of strong technical troubleshooting skills, excellent communication, independent problem-solving, and the ability to mentor less-experienced support team members.
 

Key Responsibilities:

  • Provide Level II technical support for complex issues involving enterprise software, hardware, operating systems, networking, and business applications.
  • Troubleshoot and resolve escalated support tickets while maintaining timely and professional communication with users.
  • Provide technical guidance and mentorship to Level I Enterprise Support Engineers.
  • Share technical knowledge and best practices related to ConnexPay systems and support procedures.
  • Design, build, and maintain an effective technical equipment and hardware inventory system.
  • Help coordinate support schedules to maintain appropriate coverage during peak periods and critical incidents.
  • Develop, document, and implement technical support processes and best practices to improve response and resolution times.
  • Analyze support tickets, recurring technical issues, and user feedback to identify trends and opportunities for improvement.
  • Recommend and help implement solutions that reduce recurring issues and improve the overall support experience.
  • Collaborate cross-functionally with Sales, Finance, Marketing, Development, and other teams to understand technical requirements and support business needs.
  • Conduct one-on-one training sessions for employees and users on new systems, applications, processes, and updates.
  • Develop reports and monitor key performance indicators (KPIs) related to support efficiency and effectiveness.
  • Maintain accurate documentation of technical issues, solutions, procedures, and system information.
  • Stay current on emerging technologies, enterprise IT practices, and industry trends.

Required Qualifications:

  • Bachelor’s degree in Computer Science, Information Technology, or a related field.
  • Minimum of 5 years of professional experience in technical support, systems engineering, enterprise IT support, or a closely related role.
  • Hands-on Microsoft 365 experience and knowledge required.
  • Demonstrated experience troubleshooting complex technical issues in an enterprise environment.
  • Strong knowledge of networking concepts, operating systems, hardware, and enterprise applications.
  • Experience working with technical support ticketing systems and remote support tools.
  • Strong analytical, troubleshooting, and problem-solving skills.
  • Excellent written and verbal communication skills.
  • Ability to explain technical information clearly to both technical and non-technical users.
  • Ability to work independently, prioritize multiple issues, and operate effectively in a fast-paced environment.
  • Ability to collaborate effectively across departments and technical teams.
  • Experience mentoring, assisting, or providing technical guidance to junior support professionals.

Preferred Qualifications:  

The following experience is a plus:

  • Atlassian software suite
  • Microsoft Azure services
  • ITIL certification
  • CompTIA certification
  • Microsoft professional certifications
  • Experience developing or improving enterprise IT support processes
  • Experience tracking support KPIs and analyzing ticket trends

Benefits & Perks:  

ConnexPay offers a competitive compensation and benefits package, including:

  • Unlimited PTO – Flexibility to take time away when needed without a predetermined number of PTO days.
  • 401(k) with company match – Immediate eligibility to participate in the company retirement plan.
  • Medical, dental, and vision insurance options
  • Company-paid life and AD&D insurance
  • Flexible work environment – Work remotely from a U.S.-based home or from our Atlanta or Dallas offices.
  • Autonomy and ownership – Independence and responsibility within your role.
  • Career growth opportunities – Opportunities to advance as ConnexPay continues to scale and grow.

Equal Employment Opportunity:  

ConnexPay is an Equal Opportunity Employer. Employment decisions are made without regard to race, color, sex, age, national origin, religion, sexual orientation, gender identity, veteran status, disability, or any other characteristic protected by applicable federal, state, or local law.