Sales Academy Manager

Great Gray Group; Boston (MA); Hybrid; USD 90,000 - 120,000; Full time

Benefits offered by this job

Health benefits

Life & disability insurance

Well-being stipend

401(k) with employer contribution

Job summary

Great Gray Group in Boston is seeking a Sales Academy Manager to lead and develop a high‑performing team focused on new revenue across fintech and retirement products. You will coach inside sales, manage metrics, and drive accountability while reporting to the Head of Sales.

The role requires a track record of inside sales leadership, data‑driven decision making, and the ability to grow early-career sellers in a fast‑paced environment. Hybrid office with 4 days onsite and 1 day remote.

Qualifications

• 6+ years of B2B sales experience, including 3–4 years in management.
• Experience coaching and developing early-career sellers and performance management.
• Familiarity with financial services, fintech, retirement/wealth SaaS preferred.

Responsibilities

• Lead and manage a team of Sales Associates focused on outbound prospecting and new revenue generation.
• Monitor performance against KPIs including call volume, meetings, and pipeline activity.
• Provide ongoing coaching to elevate team performance and develop sellers at early career stages.
• Partner with leadership to align activity with revenue goals.
• Maintain visibility into team pipeline and Salesforce activity.

Skills

B2B sales

People management

Sales coaching

Data-driven decisions

CRM Salesforce

Analytical skills

Education

Bachelor’s degree in Business, Finance, Marketing, or related field

Tools

Salesforce

Job description

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.

Benefits

We have a comprehensive and competitive benefits package at Great Gray. Some of the highlights are:

• 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

Equal Employment Opportunity Policy

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.

Accommodation Statement

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: [e-mail]