Project Management Director, Operations PMO (OPMO) - New Business & Underwriting
Full-Time, Boston / Springfield
Job Profile: Project Management Director - Senior Operational Management
The Opportunity
The Operations Project Management Office (OPMO) is seeking an experienced Project Management Director with experience across New Business / Underwriting end to end life cycles and a proven history of leading delivery teams of project management professionals on projects of mid to high complexity. In this highly visible role, you will report to the Head of Operations PMO (OPMO) and support projects led or supported from the Operations organization. You will be responsible for leading the effective coordination of resources, solutioning project escalations and delivering against our Operations KPIs through sound project delivery and leadership. You will lead and motivate your team through adversity and change while ensuring adherence to OPMO project delivery standards. This role requires extensive collaboration and communication across multiple business units within Operations and outside of Operations (technology teams, suppliers, procurement).
The Team
The OPMO oversees the execution of initiatives across Operations (Protection NB & UW, Policy Holder Services / Annuity NB, Strategy & Transformation, Shared Services & Enablement and Operations Insights & Performance Optimization). Our team partners closely with Distribution, Product and Legal/Compliance to deliver value through project implementation. We leverage standards put in place by the enterprise Corporate Function PMO (CFPMO) to drive consistency across our portfolio. The team is focused on driving and aligning critical programs and projects across our Operations organization, creating more visibility into this work, while enabling better prioritization, collaboration, and execution. We strive for continuous improvement and best in class service to our clients.
We are a diverse team of project managers, who enjoy solving complex business problems with proven track records of excellence in project management and the ability to quickly structure and manage work in a dynamic, complex environment.
The Impact:
As an Operations Director of Project Management, you will:
- Direct and oversees a project delivery team with various levels of project and program managers.
- Oversees daily operation of department(s) and vendor engagements.
- Has strategic focus while developing business objectives for a department(s).
- Participates as member of the management team that contributes and influences the development of strategies, goals and metrics for the larger organization.
- Strong leadership skills with the proven ability to influence, interact and negotiate at and across all levels of large, complex, matrixed organizations.
- Manages the development of financial and resource planning needed to achieve department(s) business objectives.
- Manages available resources and resolves problems with impact beyond department(s)/organization.
- Contributes and influences the continuous improvement of project management delivery results and efficiencies and the advancement of project management capabilities, while retaining and attracting top diverse talent and driving a continuous improvement mindset.
- Strong knowledge and extensive experience in managing, coaching, mentoring and motivating various levels of project and program managers to increase abilities and leadership skills; may also manage, coach, mentor and motivate less experienced managers of project and program managers.
- Industry leading knowledge and understanding of project management best practices, tools and techniques with proven ability to apply to project deliverables, processes, communications and presentations.
- Ensure projects delivered and executed by staff are on-time, and quality goals are met within scope and budget that meet or exceed stakeholder needs and expectations through holding staff accountable.
- Understand, promote and contribute to MassMutual delivery methodologies, standards and tools. Adheres to both company policy and governmental regulations concerning department(s). Manages departmental structure, employee development, training and planning.
- Provides support for project management execution and visibility into the portfolio of work
- Builds in-depth knowledge of MassMutual business, products, systems, as well as the portfolio of projects under supervision
- Works closely with Operations Portfolio Lead to support transformation strategy and management reporting
The Minimum Qualifications
- Bachelor's degree or equivalent experience and expertise
- 3+ years of project management leadership experience
- 8+ years of project management experience
- 5+ years Direct experience across the Life, Health & Disability new business experience
Preferred Qualifications
- 5+ years Working knowledge of Order Entry Platforms, New Business Platforms/Workbenches, Underwriting Rules Engines and Automation / Straight Through Processing
- 5+ years Working knowledge and understanding of career and third party distribution systems
- Agile/Waterfall project management experience preferred
- Excellent communication (written and verbal) and interpersonal skills
- Strong understanding of project management methodologies
- Proven success in delivering complex long-term projects on time, within budget, and to scope
- Project Management Professional (PMP) certification or equivalent preferred
- 5+ years of experience leading projects impacting the insurance industry
- 3+ years' experience within a PMO
- 10+ years of project management experience
What to Expect as Part of MassMutual and the Team
- Regular meetings with the OPMO
- Focused one-on-one meetings with your manager
- Access to mentorship opportunities
- Networking opportunities including access to Asian, Hispanic/Latinx, African American, women, LGBTQIA+, veteran and disability-focused Business Resource Groups
- Access to learning content on Degreed and other informational platforms
- Your ethics and integrity will be valued by a company with a strong and stable ethical business with industry leading pay and benefits
#LI-JA1
MassMutual is an Equal Employment Opportunity employer Minority/Female/Sexual Orientation/Gender Identity/Individual with Disability/Protected Veteran. We welcome all persons to apply. Note: Veterans are welcome to apply, regardless of their discharge status.
If you need an accommodation to complete the application process, please contact us and share the specifics of the assistance you need.
Salary Range: $128,000.00-$168,000.00
MassMutual Compensation & Benefits Highlights
How does MassMutual ensure its pay and bonus plans are competitive?
MassMutual supports competitive compensation through salary and bonus opportunities, retirement contributions, pay transparency practices and a broad benefits package that adds value beyond base pay. The company also uses long-running pay equity reviews and employee feedback to evaluate whether rewards are supporting employees across roles and life stages.
- Competitive pay and bonus opportunities: MassMutual describes its total rewards approach as holistic and flexible, with competitive salaries and bonuses designed to support employees’ financial well-being. Employees also point to compensation as part of the value proposition, with one sales assistant citing “great benefits and lots of flexibility,” and another employee describing the company’s “good leadership and benefits.”
- Retirement and financial benefits: MassMutual provides a 401(k) benefit of up to 10% of eligible compensation, including a 5% company match and a 5% annual company contribution. The company also treats eligible student loan payments like 401(k) contributions for matching purposes and begins monthly retirement healthcare account contributions for employees starting at age 45.
- Pay transparency and pay equity: MassMutual posts salary ranges in most job postings and has used an independent HR risk management firm to conduct annual adjusted pay gap reviews for 17 years. That approach connects compensation competitiveness with equity and accountability across the employee experience.
- Benefits as part of total rewards: MassMutual’s compensation includes health, dental and mental health benefits, caregiver leave, parental leave, bereavement leave, paid volunteer time, flexible holidays and a Well-Being Wallet of up to $1,250 annually. A head of human resources said, “It’s not about industry standards — it’s about supporting all employees’ well-being in ways that are meaningful to them.”
- External signals:
- Benefits value: Employees on external review sites regularly highlight benefits as a strength, with reviews calling out “excellent benefits,” “great benefits” and a “great benefits package.” (Glassdoor; Indeed)
- Compensation and retention: Employees surveyed on external review sites rate MassMutual’s perks and benefits an A-, with 100% saying perks and benefits play a role in staying at the company. (Comparably)
- Financial stability: MassMutual reported more than $10 billion in insurance and annuity benefits paid in 2025 and total adjusted capital above $34 billion, reinforcing the company’s long-term financial foundation. (MassMutual 2025 Annual Report)
Bottom line: MassMutual supports competitive pay through salary and bonus opportunities, strong retirement contributions, pay transparency, recurring pay equity reviews and benefits designed to support employees’ financial, physical, mental and family well-being.
MassMutual Insights
Similar Jobs
What We Do
Since 1851, MassMutual’s commitment has always been to help people protect their families, support their communities, and help one another. This is why we want to inspire people to Live Mutual. We’re people helping people. Together, we’re stronger.
Why Work With Us
MassMutual has the financial security and stability of a 170+ year old company, with the culture and energy of a startup. We work every day with the customer front of mind to build the best digital experience in the industry.
Gallery
MassMutual Teams
MassMutual Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
We believe in capitalizing on the best of being together in our offices as well as personal flexibility. Our workplace philosophy puts office collaboration first, combined with flexibility to work remotely.



