Sales Associate

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 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

• 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

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.

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 Ta