Sales Associate

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.

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.

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.

• 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

• 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.

$70,000 - 80,000 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…