Sales Academy Manager

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 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.

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.

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

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

Qualifications & Experience

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.

Base Pay Range*

$90,000-$120,000 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.