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Director of Software Engineering

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 Role

Great Gray is looking to add a Director of Software Engineering 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.

 

Location

This position will be remote. Candidate may work where they live anywhere in the United States.


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.


Benefits

We 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 program


Company Background 

Great 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 Background 

MDP 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 Policy

Great 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.

Average salary estimate

$175000 / YEARLY (est.)
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$200000K

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What You Should Know About Director of Software Engineering, Great Gray

Are you ready to take the helm as the Director of Software Engineering at Great Gray Group? This remote opportunity with RPAG, a subsidiary of Great Gray Group, is perfect for someone enthusiastic about leading and shaping high-performing engineering teams. As the driving force behind our software development, you will apply your extensive experience in software architecture to our innovative data-driven applications. Your role is pivotal! You will mentor talented engineers while collaborating with cross-functional teams to ensure our technology aligns with business goals. This position allows you to influence our transition from an offshore development model to a dynamic in-house structure. With your commitment to excellence, you will foster an engineering culture that prioritizes ownership and continuous learning. Join us in our mission to define the future of retirement services, where every day brings fresh opportunities to delight our clients. If you have a passion for technology, a knack for mentoring, and the ability to drive impactful technical strategies, we would love to hear from you!

Frequently Asked Questions (FAQs) for Director of Software Engineering Role at Great Gray
What are the responsibilities of the Director of Software Engineering at Great Gray Group?

The Director of Software Engineering at Great Gray Group is responsible for managing and scaling two Scrum teams to foster high performance and collaboration. You will drive the technical strategy and ensure that our data-intensive applications meet quality and performance standards. You'll develop a transition plan for building in-house engineering capabilities while managing offshore teams, and partner with Product, Design, and Data teams to align solutions with business objectives.

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What qualifications do I need for the Director of Software Engineering position at Great Gray Group?

To qualify for the Director of Software Engineering role at Great Gray Group, you should have proven experience in leading and scaling engineering teams, especially in fast-paced environments. A strong understanding of software architecture is vital, along with technical expertise to engage in complex engineering challenges. Experience managing offshore teams is key, as is the ability to mentor and develop engineering talent.

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Is the Director of Software Engineering position at Great Gray Group remote?

Yes, the Director of Software Engineering position at Great Gray Group is fully remote. You can work from anywhere in the United States. It's a fantastic opportunity for those seeking flexibility in their work environment while being part of a high-growth organization.

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What type of engineering culture does Great Gray Group promote?

At Great Gray Group, we promote a high-performing engineering culture that emphasizes ownership, innovation, and continuous learning. The Director of Software Engineering will play a crucial role in nurturing this culture, ensuring that team members feel empowered to take initiative and drive projects forward while developing their skills.

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What are the key benefits offered to the Director of Software Engineering at Great Gray Group?

The Director of Software Engineering at Great Gray Group enjoys a comprehensive benefits package that includes competitive compensation, a 401(k) plan with matching opportunities, extensive health insurance options, and generous PTO. Being part of an early-stage, high-growth organization means you also take part in a hybrid work environment that fosters flexibility and work-life balance.

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Common Interview Questions for Director of Software Engineering
Can you describe your leadership style as a Director of Software Engineering?

When answering this question, elaborate on how you foster collaboration, encourage innovation, and support continuous learning within your teams. Share examples of specific successes or initiatives that reflect your leadership qualities and how they positively impacted team performance.

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What strategies would you use to transition from an offshore to an in-house engineering model?

Discuss your approach to agile methodologies, communication, and gradual integration of in-house processes while still leveraging offshore resources. Highlight the importance of team engagement and training during this transition.

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How do you prioritize tasks when managing multiple engineering teams?

Provide insights into your project management skills, discussing how you balance immediate needs with long-term goals. Mention tools and frameworks you use to prioritize effectively and keep your teams aligned.

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Describe your experience with building data-intensive applications.

Share examples of your past projects or roles where you tackled challenges related to data architecture and scalability. Highlight the technologies you utilized and the impact of these applications on business outcomes.

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How do you ensure quality and performance in software development?

Discuss your methodologies for implementing testing, code reviews, and performance monitoring. Highlight your belief in fostering a culture of quality and continuous improvement within your teams.

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How do you mentor engineering talent in your team?

Talk about your strategies for coaching and developing engineers, such as providing constructive feedback, encouraging ownership of projects, and creating growth opportunities through training or challenging assignments.

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How do you stay informed about emerging technologies in software engineering?

Share your approach to professional development, including attending conferences, engaging with online communities, and reading relevant literature. Emphasize how you incorporate this knowledge into your team's work.

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What are the biggest challenges you've faced while leading engineering teams?

Provide an example of a specific challenge, what you learned from it, and how you implemented changes to overcome similar issues in the future. Highlight your resilience and growth mindset.

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How would you align engineering initiatives with overall business goals?

Talk about your experience collaborating with cross-functional teams and how you communicate technical concepts in business terms to ensure alignment with broader objectives.

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Why do you want to work at Great Gray Group as the Director of Software Engineering?

Explain your interest in Great Gray Group's mission and values, as well as your alignment with their focus on innovation and team development. Share how you believe you can contribute to their growth and strategic direction.

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great gray is a leader in the collective investment trust (cit) market with over $179 billion in fund assets. these assets are spread across funds that are overseen by 80 sub-advisors. additionally, great gray maintains trading agreements with 38 ...

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DATE POSTED
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