Associate Account Executive

A.W.G. Dewar, Inc. has been a leading provider of tuition insurance for nearly a century, focusing exclusively on this specialty. As the originator of the Tuition Refund Plan, the company is recognized for its deep expertise in the independent school market. Dewar serves nearly 1,200 independent schools and colleges across North America, many of which have partnered with the company for decades. The team emphasizes strong relationships, clear communication, and responsive service. Our goal is to remain the trusted, first-choice tuition insurance provider for schools and families.

We are intentionally small, highly selective, and performance-driven. Every team member operates with real responsibility, direct leadership access, and measurable impact on company growth.

The Opportunity
The Associate Account Executive is a full-time, hybrid role based in Quincy, Massachusetts. This position is designed for individuals who want to accelerate their career in sales, account management, and financial services.

You will work directly alongside senior leadership and top-performing Account Executives, gaining exposure to sophisticated institutional clients and complex sales cycles. In this role, you will support a portfolio of independent school and college clients while helping drive growth across the business.

You’ll help prepare proposals and renewals, coordinate client communications, manage sales and account data, and contribute to business development initiatives. You’ll gain visibility into strategy, client relationships, and the inner workings of a specialized financial services business.

The ideal candidate will join our team in a role designed for growth within our Account Executive and Leadership track.

What You’ll Do

Partner with senior Account Executives to support sales strategy and client management

Prepare high-quality proposals, presentations, and renewal materials

Participate in business development efforts, including prospecting and lead generation

Research institutions and key decision-makers to identify new opportunities

Analyze data and deliver insights that drive client outcomes and company growth

Manage and maintain accurate CRM and sales pipeline activity

Coordinate client communications and ensure timely follow-up

Support renewals and ongoing account servicing throughout the client lifecycle

Collaborate with marketing, claims, client services, and leadership teams to deliver an exceptional customer experience

Build expertise in tuition insurance and the education market

Qualifications
We are focused on finding someone with strong potential, curiosity, and a desire to build a career.

The ideal candidate is:

A recent graduate or early-career professional with a bachelor's degree

Highly driven with a strong internal standard for performance and accountability

Exceptionally organized and able to manage multiple priorities with attention to detail

A strong written and verbal communicator who values professionalism and responsiveness

Analytical and intellectually curious, with the ability to learn quickly and solve problems thoughtfully

Energized by relationship-building and client-facing work

Coachable, adaptable, and eager to grow through feedback

Comfortable working with Microsoft Office applications, particularly Excel and PowerPoint

Familiar with CRM platforms such as Salesforce or willing to learn

Interested in building a long-term career in sales, account management, financial services, or the education sector

Previous experience in sales, customer service, account management, insurance, financial services, or education is a plus.

What Sets This Role Apart

Direct exposure to senior leadership

A clear and merit-based path on the Account Executive track

Visibility into strategy, not just execution

A high-performance environment where results are recognized and rewarded

Requirements

0–2 years in sales, account management, financial services, or client-facing roles preferred

Demonstrated initiative, professionalism, and ownership mindset

Ability to thrive in a fast-paced, performance-driven environment

Interest in long-term growth within a specialized financial services business

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