Director of Software Development

Company: Great Gray Group.
Location: Boston
Posted on: June 1, 2025

Job Description:

Why Great Gray Group & RPAG?RPAG is a wholly owned subsidiary of Great Gray Group, LLC. Acquired in 2024, RPAG hosts the industry's leading retirement plan practice management platform. Designed for elite advisors and institutions, our goal is to create successful outcomes by protecting plan fiduciaries and engaging plan participants. Our efficient and scalable technology platform provides our members with actionable insights, allowing them to make data-driven decisions for their retirement plan clients.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 RoleGreat Gray is looking to add a Director of Software Development to lead and grow RPAG's engineering teams, reporting directly to the Chief Technology Officer. This is a unique opportunity for a hands-on leader to manage and mentor high-performing teams while shaping our technology landscape. The role requires a deep understanding of software architecture, particularly in data-driven applications, and an ability to transition our current offshore development model to a hybrid in-house structure over time.LocationThis 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

• Manage and scale two Scrum teams, ensuring high performance and collaboration as our organization expands.
• Drive technical strategy, architecture, and execution for our data-intensive applications.
• Develop a transition plan to build in-house engineering capabilities while effectively managing offshore teams.
• Partner with Product, Design, and Data teams to align technology solutions with business goals.
• Foster a high-performing engineering culture focused on ownership, innovation, and continuous learning.
• Oversee the quality, scalability, security, and performance of our applications and integrations.
• Mentor and develop engineering talent, providing career growth opportunities and constructive feedback.
• Stay informed about emerging technologies (e.g., AI) and industry best practices to drive innovation.
• Ensure alignment with client and dependency teams on expectations, processes, and deliverables.
• Contribute to the broader engineering organization's initiatives, including hiring, hybrid work policies, and company-wide programs.
• Complete other related duties as assigned.Qualifications & Experience
  • Proven experience leading and scaling engineering teams, ideally in a startup or fast-paced environment.
  • Strong understanding of software architecture and best practices for building data-intensive applications.
  • Experience managing offshore teams and transitioning to an in-house model.
  • Hands-on technical expertise with a willingness to dive into complex engineering challenges when necessary.
  • Strong leadership and coaching abilities to develop and retain top engineering talent.
  • Ability to balance technical excellence with business objectives, ensuring technology decisions drive company growth.
  • Experience collaborating with cross-functional teams to deliver customer-centric solutions.
  • Excellent communication skills and ability to translate technical concepts into business impact.
  • 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-Driven, Collaborative.BenefitsWe have a comprehensive and competitive benefits package at Great Gray. Some of the highlights are: -Be an integral part of an early-stage, high-growth organization! -Hybrid work environment -Competitive compensation package including 401(k) with elective and non-elective match opportunities -Lifestyle spending allowance program -Medical, Dental, Vision Insurance -Employer-paid life and disability insurance -Generous paid time off programCompany BackgroundGreat Gray is the leading independent provider of trustee and administrative services to Collective Investment Trusts ("CITs"), with over $200 billion in CIT assets, across more than 700 funds. We proudly work with 80 subadvisors, including leading firms such as AllianceBernstein, American Funds, BlackRock, Franklin Templeton, MetLife, Neuberger Berman, PGIM, PIMCO and Raymond James.CITs are more than just an investment vehicle.They represent a forward-thinking approach to retirement planning. These tax-exempt, pooled investment vehicles are offered to employer-sponsored retirement plans, like 401(k)s. CITs are comparable to mutual funds, but, because they are tailored for the institutional retirement market, they can offer distinct advantages, including efficient administration and cost-effectiveness. CITs have a history dating back over 90 years; but they have gained favor over the past decade, driven by innovations, and Great Gray has been at the forefront.Great Gray has consistently delivered year-over-year growth at an above market rate and is investing in the continued development of its core CIT business as well as complementary administrative services and technology solutions for the retirement market.Madison Dearborn Partners ("MDP") purchased Great Gray from Wilmington Trust in April 2023.As a result, Great Gray is an independent company owned by funds affiliated with MDP.Investor BackgroundMDP is a leading private equity investment firm based in Chicago. Since MDP's formation in 1992, the firm has raised aggregate capital of over $28 billion and has completed over 150 platform investments. MDP invests across five dedicated industry verticals, including basic industries; business and government software and services; financial and transaction services; health care; and telecom, media, and technology services.Equal Employment Opportunity PolicyGreat Gray, 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.
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Keywords: Great Gray Group., Haverhill , Director of Software Development, Executive , Boston, Massachusetts