Director Investment Controllership- Derivatives (STAT & GAAP)

MassMutual; Boston (MA); On-site; USD 180,000 - 280,000; Full time

Job summary

MassMutual is seeking a Director of Investment Controllership for Derivatives in Boston, MA or New York, NY. This role leads derivative accounting for multiple entities, driving process improvements and ensuring GAAP and statutory compliance.

You will oversee reconciliations, analytics, and auditor interactions while shaping a high-performing team. The ideal candidate has extensive investment accounting experience, leadership, and strong communication skills, with a track record of improving

Qualifications

• Bachelor’s degree in a relevant field.
• 8+ years of progressive experience in Investment Accounting and/or Investment Operations including derivative investments.
• 3+ years of experience in insurance company Investment GAAP combined with Statutory accounting including Schedule DB.
• 2+ years of experience as a people leader, or 5+ years of informal leadership

Responsibilities

• Lead the investment accounting and controllership for derivatives across our insurance and non-insurance entities, ensuring GAAP and statutory accuracy.
• Manage monthly reconciliations between the ledger and investment systems for derivatives.
• Oversee the preparation of monthly analytics reports and present findings to stakeholders.
• Review footnotes and NAIC Schedule DB for accuracy and timely completion.
• Lead process redesign for derivatives and enhance analytics for quarterly results.
• Collaborate with Investment Office on hedging strategies and accounting standards.
• Partner with Investment Middle Office to design subledger processes for derivatives.
• Serve as a point of contact for external auditors on derivative matters.
• Ensure compliance with NAIC Model Audit Rule and internal controls.
• Perform ad hoc analyses and support special projects.

Skills

Investment accounting

Derivative investments

Analytical skills

Communication skills

Leadership

Strategic thinking

Aladdin platform

SQL

Education

Bachelor’s degree

Tools

Aladdin

SQL

Job description

Director Investment Controllership - Derivatives

Controllers Organization of Corporate Finance

Full-Time/Boston, Massachusetts or New York, NY

Overview

Finance and Accounting is at MassMutual’s core, and our team is ushering in an era of growth. We are looking for bold ideas, creative solutions, and comfort embracing change. We strive to build a diverse team and leverage different points of view to optimize processes and build strong relationships.

Our team is motivated by challenging work that delivers substantial impact in a culture of accountability and collaboration. We treat policyowners and customers fairly and prioritize financial stability. Being part of a mutual company means that our teams can think long-term, and employees can dive deep into the complex structure of products and the organization.

Our finance teams are experts in their field and thrive in fast-paced environments. They balance the needs of the business and invest in the long term, while always putting the customer first. They align their work with our live mutual philosophy and strive to always make the right choice for our policyowners. We are building a team that truly embodies ‘together we move forward.’

The Opportunity

As a Director in the Controllers Organization of Corporate Finance, you will serve as a key representative of the Investment Controllership. We are forward-thinking and seek others who will leverage their curiosity, take initiatives, make long-term impact, and drive short-term results. Join us as a partner who will work collaboratively and with determination to leave the company in a better place than you found it. As a Director, you will work alongside a diverse team of highly motivated professionals focused on proactively driving the development and execution of process improvement, meaningful analysis and control execution for investment accounting activities.

The Team

The Investment Controllership team is a high-profile team in the Controllers organization, comprised of accounting professionals who oversee our various asset classes and investment activities. The team continues to grow in support of our growing level of assets, key initiatives, and special projects. Our team is driven to provide timely and accurate financial information to our customers. We pride ourselves on working with agility and being a reliable source of information in the organization while continuously improving how we work together as a team to make our processes better. Our culture thrives on inquisitive approaches to our work to help identify issues with specificity and demonstrate high levels of accountability to make things right. At the same time, we foster an environment where individuals can reach their full potential and secure long-term success.

We are seeking a candidate with strong communication skills, a forward-thinking mindset, and deep intellectual curiosity to join the team who can make meaningful impact to the organization.

The Impact:

As an investment accounting director, you will lead the investment accounting and controllership for derivatives across our various insurance and non-insurance entities, which entails ensuring the accuracy of the investment results across various derivative strategies on a GAAP and statutory basis. This position will also support continued process enhancements related to achieving an accelerated close that produces timely, accurate, and complete investment accounting results in an efficient manner. All candidates must, in addition to possessing the specific qualifications cited below, work efficiently within a complex, fast-paced, and evolving environment, and demonstrate strong organizational and interpersonal skills.

• Create an environment whereby the team is inspired, engaged and motivated by opportunities to learn and grow
• Play a key role in leading a collaborative and inclusive culture by working closely with Investment Management Operations, Investment Managers, and other Controllers teams
• Manage the monthly reconciliations between the ledger and investment systems for derivatives ensuring the accuracy of the financial statement results as it relates to derivatives
• Oversee the preparation of monthly analytics report and present findings to various stakeholders on a monthly basis
• Responsible for review of footnotes and NAIC Schedule DB to ensure accuracy and timely completion.
• Lead and execute process re-design efforts for derivatives in response to expanding investment strategies and enhance analytics supporting quarterly derivative results
• Support the Investment Office in implementing new hedging strategies and evolving accounting standards. Collaborate with Accounting Policy to ensure that transactions are appropriately reflected in accordance with the applicable GAAP and statutory accounting frameworks
• Partner with the Investment Middle Office to design operational processes within the subledger that support the derivatives accounting and controllership activities
• Execute and oversee processes and controls that support derivative accounting and controllership
• Serve as a point of contact for external auditors on all derivative-related matters
• Perform control functions in compliance with NAIC Model Audit Rule and the Company’s internal control structure
• Perform frequent ad hoc analysis and assist with special projects, as requested

The Minimum Qualifications:

• Bachelor’s degree
• 8+ years of progressive experience in Investment Accounting and/or Investment Operations including derivative investments, with a foundational understanding of the upstream processes and impacts to downstream accounting and controllership
• 3+ years of experience in insurance company Investment GAAP combined with Statutory accounting including Schedule DB

• 2+ years of experience as a people leader, responsible for managing direct reports OR 5+ years demonstrating informal leadership by guiding, coaching, and supporting colleagues in their day-to-day work

The Ideal Qualifications:

• Proactive, results-oriented, detail-focused, and deadline-driven, with the ability to work effectively in a team with limited direct supervision
• Strong analytical, written, and verbal communication skills
• Ability to work well in a dynamic and agile environment while leading the team in execution of various priorities and deliverables
• Comfortable operating at both a strategic and hands-on level in an evolving environment
• Experience with different investment types and structures
• Experience with system conversion or subledger implementation
• Able to build and maintain strong working relationships across cross-functional groups
• CPA, CFA, CMA, or equivalent designations
• Experience with Aladdin platform and SQL is a plus

What to Expect as Part of MassMutual and the Team

• MassMutual offers the opportunity to do meaningful work within a purpose-driven organization that values long-term impact over short-term outcomes. In this role, you can expect:
• Clear areas of ownership and accountability, with work that connects directly to company and customer outcomes
• A collaborative environment where perspectives are welcomed
• Access to learning, development, and internal networks that support continuous growth and skill-building over time
• Employee-led communities and forums that foster connection, learning, and inclusion across the organization
• A culture grounded in integrity, responsibility, and stewardship—supported by a company with a strong legacy and a future-focusedmindset

MassMutual is an equal employment opportunity employer. We welcome all persons to apply.

If you need an accommodation to complete the application process, please contact us and share the specifics of the assistance you need.

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