Sales Academy Manager

Sales Academy Manager

Great Gray is looking to add a Sales Academy Manager to our Sales team. The Sales Manager will be responsible for leading and developing a team of Sales Associates focused on new revenue generation across fintech and retirement investment products. Reporting to the Head of Sales, this role is a hands‑on people manager who will focus on building a high‑performing sales team through coaching, accountability, and data‑driven decision making.

The ideal candidate brings a track record of managing inside sales teams, a sharp eye for individual performance, and the ability to identify what’s working, address what isn’t, and develop sellers at the earliest stages of their careers.

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.

• Lead and manage a team of Sales Associates focused on outbound prospecting and new revenue generation
• Monitor and drive performance against KPIs including call volume, meetings scheduled, and pipeline activity
• Provide ongoing coaching and feedback to develop individual sellers and elevate overall team performance
• Identify strengths across the team and align associates to opportunities where they can have the greatest impact
• Proactively identify and address performance issues with a solutions‑oriented approach
• Partner with sales leadership to ensure team activity and output align with broader revenue goals
• Maintain visibility into team pipeline and sales activity through Salesforce
• Collaborate with sales leadership to continuously improve team processes and sales approaches
• Complete other related duties as assigned

• Bachelor’s degree in Business, Finance, Marketing, or a related field
• 6+ years of B2B sales experience, including at least 3‑4 years in a dedicated people‑management role
• Experience managing inside sales, SDR/BDR, or high‑velocity outbound sales teams in a structured, metrics‑driven environment
• Demonstrated ability to build and enforce accountability frameworks: pipeline hygiene, activity metrics, conversion benchmarks
• Experience coaching and developing early‑career or entry‑level sellers, including performance management and progression planning
• Strong analytical skills with the ability to interpret performance data and take decisive action
• Familiarity with financial services, fintech, retirement/wealth management or SaaS industries preferred
• Proficiency with Salesforce or comparable CRM; comfortable pulling and interpreting rep‑level performance data independently
• Excellent communication, leadership, and interpersonal skills
• Ability to thrive in a fast‑paced, dynamic environment and manage multiple priorities effectively
• Comfortable navigating ambiguity
• Entrepreneurial mindset to bring best practice ideas to the team
• Your standards reflect our core values:
  Growth Mindset, Disciplined Curiosity, Grit, Results Ownership, Collaboration

$90,000‑$120,000

• 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

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:
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