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Internship Remote Insurance Jobs in Upton, MA (NOW HIRING)

Great Gray

Sales Associate

Boston, MA · On-site +1

$65K - $75K/yr

Great Gray currently supports a hybrid work model with 4 days onsite, and 1 day remote. This role ... internship or other hands-on exposure to B2B sales * Experience with or willingness to learn ...

Great Gray

Sales Associate

Boston, MA · On-site +1

$65K - $75K/yr

Great Gray currently supports a hybrid work model with 4 days onsite, and 1 day remote. This role ... Competitive compensation package Group medical, dental and vision insurance Employer-paid life and ...

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Internship Remote Insurance information

See Upton, MA salary details

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How much do internship remote insurance jobs pay per hour?

As of Sep 3, 2026, the average hourly pay for internship remote insurance in Upton, MA is $18.81, according to ZipRecruiter salary data. Most workers in this role earn between $15.67 and $20.91 per hour, depending on experience, location, and employer.

What is a remote insurance internship?

A remote insurance internship is a temporary position where interns work virtually, often from home, to gain experience in the insurance industry. Interns may assist with tasks such as policy administration, claims processing, data analysis, or customer service. These internships provide hands-on learning opportunities, mentorship, and exposure to the workings of insurance companies, all without the need to commute to a physical office. Remote formats allow for flexibility and can be especially beneficial for students or individuals balancing other commitments.

What are some typical projects or tasks I might work on during a remote insurance internship?

As a remote insurance intern, you can expect to assist with a variety of tasks such as processing claims, conducting policy research, analyzing data, and supporting customer service teams. Many interns also help with administrative work, digital documentation, and learning about compliance requirements. You may collaborate with team members via virtual meetings and be assigned projects that develop your understanding of underwriting, risk assessment, or sales support. This hands-on experience helps build both industry knowledge and valuable remote work skills.

What are the key skills and qualifications needed to thrive as a remote insurance intern, and why are they important?

To thrive as a Remote Insurance Intern, you generally need a basic understanding of insurance principles, strong organizational skills, and current enrollment in or recent completion of a relevant degree program. Familiarity with insurance software platforms, CRM systems, and proficiency in Microsoft Office are typically expected. Strong attention to detail, effective communication, and self-motivation are standout soft skills in this remote setting. These skills enable accurate policy processing, efficient collaboration, and proactive learning, all of which are vital for success in a virtual insurance role.

What is the difference between Internship Remote Insurance vs Remote Insurance Agent?

AspectInternship Remote InsuranceRemote Insurance Agent
Required CredentialsTypically no certifications required; may need coursework or related educationLicensing and certifications often required depending on state and product
Work EnvironmentTemporary, learning-focused, often part-time or project-basedFull-time or part-time remote work with client interaction
Employer & Industry UsageUsed by insurance companies for training and talent pipelineUsed by insurance agencies and companies for sales and client management

In summary, an Internship Remote Insurance is a temporary, educational role designed for learning and skill development, often without licensing requirements. In contrast, a Remote Insurance Agent is a client-facing role requiring licensing, focused on sales and customer service, with more responsibility and potential income.

Internship Remote Insurance jobs near you
Infographic showing various Internship Remote Insurance job openings in Upton, MA as of August 2026, with employment types broken down into 53% Full Time, and 47% Part Time. Highlights an 100% Remote job distribution, with an average salary of $39,134 per year, or $18.8 per hour.

Sales Associate

Great Gray

Boston, MA • On-site, Remote

$65K - $75K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Re-posted 27 days ago

Job description

Why Great Gray?
At Great Gray Group, we strive to set the bar for the retirement services industry. Our goal is to deliver advanced retirement solutions that combine our core fiduciary services with robust investment options, innovative technology, and dedicated client service. We focus on making choices clearer, transitions smoother, and the client experience more delightful. Complacency isn't in our vocabulary. Every day, we look for opportunities to better serve our clients, be an excellent business partner, and earn the trust of those who rely on us. 

The Role

Great Gray is looking to add a Sales Associate to our Sales team. We are launching a Sales Academy designed for early-career sellers ready to fast-track their career growth. Academy members will start in a cohort with a 4-week intensive training program before moving into rotational selling sprints across 3 distinct sales teams spanning fintech and retirement investment solutions. This includes roles across the SaaS and CIT businesses.  Over the course of 4 to 6 months, you’ll develop full-cycle selling skills with a focus on business development and high-velocity selling, before being placed with one of our 3 teams upon successful completion of the program.

This is not a BDR role -- You won't be discovering opportunities only to hand them off to someone else: you will own the sale through close and be compensated for revenue generated. This is a true selling position that compresses what would otherwise be 2+ years of career-building into a single accelerated program.

Location

This position will work from our Boston, MA office. Great Gray currently supports a hybrid work model with 4 days onsite, and 1 day remote. This role requires availability during extended business hours to support clients across U.S. time zones, including early morning and evening coverage. Specific scheduling requirements will be discussed during the interview process.

Visa sponsorship or transfer of an existing visa is not available for this position. Applicants must be authorized to work directly for any employer in the United States without visa sponsorship or transfer.

Responsibilities 

  • Build product knowledge and develop selling expertise across fintech and retirement investment products, with a focus on shorter selling cycles
  • Prospect and develop new business through outbound calls, emails, messaging, and meetings
  • Manage pipeline and sales activity within Salesforce
  • Meet and exceed KPIs including outbound call volume and meetings scheduled
  • Collaborate with team members and sales leadership across lines of business
  • Complete other related duties as assigned

Qualifications & Experience

  • Bachelor's degree in Business, Finance, Marketing, Professional Selling, or a related field
  • 1-2 years of sales experience, including at least one sales internship or other hands-on exposure to B2B sales
  • Experience with or willingness to learn Salesforce CRM
  • Strong drive and self-motivation with a competitive, goal-oriented mindset
  • Excellent communication and interpersonal skills
  • Ability to handle rejection and maintain persistence in a fast-paced sales environment
  • Eagerness to learn, grow, and take direction from sales leadership and training staff
  • Comfortable navigating ambiguity.
  • Entrepreneurial mindset to bring best practice ideas to the team.
  • Ability to thrive in a fast-paced, dynamic environment and manage multiple priorities effectively.
  • Your standards reflect our core values: Growth Mindset, Disciplined Curiosity, Grit, Results Ownership, Collaboration.

Base Pay Range*

$65,000 - 75,000 base salary plus commission

*This base pay range is subject to change and may be modified in the future.

The pay range displayed above is the base pay compensation range that Great Gray expects to pay for this position at the time of this posting.  Individual compensation within this range, or that may warrant a provision for pay beyond this range, depends on multiple factors, including, but not limited to, candidate’s prior education and relevant work experience and training as well as position location and local market demands.  Our pay-for-performance culture also includes participation in an annual incentive bonus plan for this position which is not included in the ‘Base Pay Range’ noted above.

Benefits
We have a comprehensive and competitive benefits package at Great Gray. Some of the highlights are:
·         Be an integral part of a high-growth organization!
·         Competitive compensation package
·         Group medical, dental and vision insurance
·         Employer-paid life and disability insurance
·         Annual well-being stipend
·         Eligible employees may also contribute to a 401(k) plan with an advantageous employer contribution model, upholding our mission to support our employees in retirement
 
Company Background 
Great Gray is the leading independent provider of trustee and administrative services to Collective Investment Trusts (“CITs”), with over $370 billion in CIT assets under management, across more than 1,020 funds. We proudly work with more than 80 subadvisors, including leading firms such as AllianceBernstein, American Funds, BlackRock, Franklin Templeton, MetLife, Neuberger Berman, PGIM, PIMCO and Raymond James. 
 
CITs are more than just an investment vehicle. They represent a forward-thinking approach to retirement planning. These tax-exempt, pooled investment vehicles are offered to employer-sponsored retirement plans, like 401(k)s. CITs are comparable to mutual funds, but, because they are tailored for the institutional retirement market, they can offer distinct advantages, including efficient administration and cost-effectiveness. CITs have a history dating back over 90 years; but they have gained favor over the past decade, driven by innovations, and Great Gray has been at the forefront.
 
Great Gray has consistently delivered year-over-year growth at an above market rate and is investing in the continued development of its core CIT business as well as complementary administrative services and technology solutions for the retirement market.
 
Madison Dearborn Partners (“MDP”) purchased Great Gray from Wilmington Trust in April 2023. As a result, Great Gray is an independent company owned by funds affiliated with MDP.
 
Investor Background 
MDP is a leading private equity investment firm based in Chicago. Since MDP's formation in 1992, the firm has raised aggregate capital of over $37 billion and has completed over 160 platform investments across nine flagship funds. MDP invests across five dedicated industry verticals, including financial services, healthcare, technology and government services.
 
Equal Employment Opportunity Policy
Great Gray Group, LLC is an Equal Opportunity Employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender perception or identity, national origin, age, marital status, protected veteran status, disability status or other non-merit factor.
 
Accommodation Statement
Great Gray is committed to ensuring individuals with disabilities and/or those who have special needs participate in the workforce and are afforded equal opportunity to apply and compete for jobs. If you would like to contact us regarding the accessibility of our website, need assistance completing the application process, or need to request an accommodation for any part of our application or interview process, please contact us at: TalentAcquisition@GreatGray.com