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Remote Helpdesk Jobs in Springfield, MA (NOW HIRING)

Accounting Fly

Remote Tax Manager

Stafford, CT · Remote

$150K - $170K/yr

Job Title: Remote Tax Manager Job ID: 1050602 Date Posted: June 30, 2026 Employment Type ... Help strengthen and scale our advisory offerings and elevate the firm's technical standards.

ForgeFit

Remote Customer Service Specialist

Hartford, CT · On-site +1

$17.25 - $22.75/hr

Remote (U.S. Based) Employment Type: Full-Time About ForgeFit At ForgeFit, we supply premium ... Our mission is to help our partners perform at their peak with reliable equipment and exceptional ...

HMG Careers

Remote Sales Executive

Hartford, CT · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Genuine desire to help others by providing guidance and solutions * Strong verbal communication and ...

HMG Careers

Remote Sales Specialist

Hartford, CT · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Genuine desire to help others by providing guidance and solutions * Strong verbal communication and ...

HMG Careers

Remote Insurance Agent

Springfield, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Genuine desire to help others by providing guidance and solutions * Strong verbal communication and ...

HMG Careers

Remote Insurance Agent

Hartford, CT · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Genuine desire to help others by providing guidance and solutions * Strong verbal communication and ...

HMG Careers

Sales Executive - Remote

Hartford, CT · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Genuine desire to help others by providing guidance and solutions * Strong verbal communication and ...

HMG Careers

Remote Sales Agent

Springfield, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Genuine desire to help others by providing guidance and solutions * Strong verbal communication and ...

HMG Careers

Remote Sales Rep

Hartford, CT · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Genuine desire to help others by providing guidance and solutions * Strong verbal communication and ...

HMG Careers

Remote Sales Rep

Springfield, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Genuine desire to help others by providing guidance and solutions * Strong verbal communication and ...

HMG Careers

Remote Account Executive

Hartford, CT · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Genuine desire to help others by providing guidance and solutions * Strong verbal communication and ...

HMG Careers

Sales Executive - Remote

Springfield, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Genuine desire to help others by providing guidance and solutions * Strong verbal communication and ...

HMG Careers

Remote Sales Executive

Springfield, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Genuine desire to help others by providing guidance and solutions * Strong verbal communication and ...

HMG Careers

Remote Sales Specialist

Springfield, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Genuine desire to help others by providing guidance and solutions * Strong verbal communication and ...

HMG Careers

Remote Account Executive

Springfield, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Genuine desire to help others by providing guidance and solutions * Strong verbal communication and ...

HMG Careers

Remote Sales Agent

Hartford, CT · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Genuine desire to help others by providing guidance and solutions * Strong verbal communication and ...

InsuraTec

Sales Representative (Remote)

Holyoke, MA · Remote

Comprehensive training to help you obtain a life insurance license and sharpen sales skills ... Remote Flexibility : Enjoy the freedom to work from home on your schedule. * Work-Life Balance

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Remote Helpdesk information

See Springfield, MA salary details

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How much do remote helpdesk jobs pay per hour?

As of Jul 18, 2026, the average hourly pay for remote helpdesk in Springfield, MA is $23.07, according to ZipRecruiter salary data. Most workers in this role earn between $19.18 and $25.87 per hour, depending on experience, location, and employer.

What Are Remote Help Desk Jobs?

Remote help desk jobs are telecommuting customer service jobs in which you help users with technical support and troubleshoot issues related to hardware or software. A remote help desk technician, for example, is the first to take a call or respond to an email from a customer about a technical issue. In a remote help desk job, your duties are to catalog the problem and walk the user through diagnostic steps to determine what the problem is and how to fix it. If you cannot figure out the problem, your responsibilities include passing the call or email on to a help desk specialist or a field technician who can service the issue. Other job titles include help desk administrator and help desk analyst.

What are the most common challenges faced by Remote Helpdesk professionals, and how can they be managed?

Remote Helpdesk professionals often encounter challenges such as troubleshooting technical issues without physical access to devices, communicating clearly with non-technical users, and managing multiple support tickets simultaneously. To manage these challenges, it's important to use robust remote-access tools, maintain concise and empathetic communication, and leverage ticketing systems to prioritize and track requests efficiently. Ongoing training and collaboration with other IT team members also help in resolving complex problems and staying updated with evolving technologies.

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

AspectRemote HelpdeskRemote Technical Support Specialist
CredentialsCompTIA A+, Network+ or similar certifications often preferredSimilar certifications, often with additional technical or product-specific training
Work EnvironmentRemote, customer-facing, troubleshooting hardware/software issuesRemote, more technical troubleshooting, often involving software or network problems
Employer & IndustryIT service providers, tech companies, MSPsIT companies, software vendors, tech support firms
Search & Comparison IntentPeople comparing entry-level tech support rolesIndividuals seeking more specialized technical support jobs

Remote Helpdesk and Remote Technical Support Specialist roles share similar credentials and work environments but differ in technical complexity. Helpdesk roles typically focus on basic troubleshooting and customer service, while technical support specialists handle more advanced technical issues. Both are vital in IT support, with overlapping skills but distinct levels of technical expertise.

What are the key skills and qualifications needed to thrive as a Remote Helpdesk professional, and why are they important?

To thrive as a Remote Helpdesk professional, you need strong technical troubleshooting skills, familiarity with operating systems, and a background in IT support, often supported by a relevant certification such as CompTIA A+. Proficiency with remote desktop tools, ticketing systems like Zendesk or ServiceNow, and knowledge base platforms is typical. Excellent communication, patience, and problem-solving abilities are critical soft skills for assisting users and managing challenging situations remotely. These skills ensure timely and effective resolution of technical issues, customer satisfaction, and smooth operations in distributed work environments.

What is a Remote Helpdesk?

A Remote Helpdesk is a support service that assists users with technical issues and IT-related problems from a remote location, rather than being physically present. Remote Helpdesk professionals use phone, chat, email, or remote desktop software to diagnose and resolve issues such as software glitches, hardware malfunctions, or network connectivity problems. This setup allows organizations to provide efficient and timely support to employees or customers regardless of their physical location. Remote Helpdesk services are essential for businesses with distributed teams or clients in multiple locations.
More about Remote Helpdesk jobs
What are the most commonly searched types of Helpdesk jobs in Springfield, MA? The most popular types of Helpdesk jobs in Springfield, MA are:
What are popular job titles related to Remote Helpdesk jobs in Springfield, MA? For Remote Helpdesk jobs in Springfield, MA, the most frequently searched job titles are:
What job categories do people searching Remote Helpdesk jobs in Springfield, MA look for? The top searched job categories for Remote Helpdesk jobs in Springfield, MA are:
What cities near Springfield, MA are hiring for Remote Helpdesk jobs? Cities near Springfield, MA with the most Remote Helpdesk job openings:
Remote Helpdesk jobs near you
Remote Tax Manager

Remote Tax Manager

Accounting Fly

Stafford, CT • Remote

$150K - $170K/yr

Full-time

Medical, Retirement, PTO

Re-posted 20 days ago

Job description

Job Title: Remote Tax Manager
Job ID: 1050602
Date Posted: June 30, 2026
Employment Type: Full-time (W2)
Hiring Company: Confidential

Location: 100% Remote (US)
Base Salary: $150,000 – $175,000 per year (USD)
Plus performance-based bonuses.

Role Summary
Are you excited about tax but tired of the old way of doing things? We are a growth-minded, remote firm looking for a Tax Manager who prioritizes strategy over compliance. We don't just crank out returns; we serve as year-round proactive partners to high-performing entrepreneurs and real estate investors. This is a high-impact role with no timesheets, where you are empowered to lead strategic conversations and help clients keep more of what they earn.
Key Responsibilities
  • Strategic Advisory: Lead tax planning kickoff calls and quarterly advisory meetings. Design and implement high-impact strategies like cost segregation, 1031 exchanges, and depreciation optimization.
  • Proactive Planning: Review financials to identify missed planning opportunities and advise on entity structuring and compensation optimization.
  • Technical Leadership: Prepare or review complex returns that reflect deep strategic planning rather than just transactional data entry.
  • Firm Scaling: Help strengthen and scale our advisory offerings and elevate the firm’s technical standards.
  • Mentorship: Guide and mentor team members, fostering a culture of excellence and continuous professional growth.
Qualifications/Requirements
  • Experience: 5+ years of public accounting tax experience with a proven background in delivering advisory services, not just compliance.
  • Credentials: Active CPA, EA, JD, or LLM in Tax.
  • Technical Expertise: Deep knowledge of business taxation, pass-through entities, and tax minimization strategies.
  • Communication: Confidence in leading client-facing conversations and translating complex tax laws into actionable business advice.
  • Mindset: You think strategically rather than transactionally and want to be part of building something exceptional.
Compensation/Benefits
  • Financial: $150k–$175k base salary + performance bonuses.
  • Retirement & Health: 401(k) with company match and health insurance with a company contribution.
  • Time Off: Generous PTO and paid parental leave.
  • Support: Technology stipend, continuing education, and CPA support.
  • Flexibility: Permanently 100% remote with an advisory-first structure and no timesheets.
Why This Opportunity is Different
 We are pursuing greatness, not average results. This role offers you a "seat at the table" as we scale. You will move away from reactive, deadline-driven work and into a role where your expertise is respected and your strategy directly impacts client outcomes. If you are ready to do tax differently, we want to hear from you.
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About Accountingfly

Sourced by ZipRecruiter

In 2016, Accountingfly determined that fully-remote recruiting was the future of accounting staffing, offering huge benefits for employers, job-seekers, and our own business. We decided to focus our recruiting business on those companies offering only remote work opportunities—and it was the best decision we ever made. While our competitors struggle to adapt to the remote world, we lean on years of experience to provide unmatched remote accounting recruitment expertise. We’ve seen and done it all, successfully filling a wide variety of remote roles and making career dreams come true for talent at every level.

Industry

Accounting services

Company size

1 - 10 Employees

Headquarters location

Pensacola, FL, US

Year founded

2011

Social media

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