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Director Strategic Initiatives Jobs in Springfield, MA

Director, Complex Claims We are seeking an experienced and strategic Director, Complex Claims to ... Demonstrated experience leading teams, driving performance, and implementing strategic initiatives ...

Director, Complex Claims We are seeking an experienced and strategic Director, Complex Claims to ... Demonstrated experience leading teams, driving performance, and implementing strategic initiatives ...

Director Complex Claims

Hartford, CT · On-site

$130K - $185K/yr

Director, Complex Claims We are seeking an experienced and strategic Director, Complex Claims to ... Demonstrated experience leading teams, driving performance, and implementing strategic initiatives ...

Director, Portfolio Lead

Hartford, CT · Hybrid

$128K - $192K/yr

Director, Portfolio Lead - BA06DE We're determined to make a difference and are proud to be an ... Plan and monitor IT budgets to ensure alignment with strategic initiatives and/or objectives.

Director, Portfolio Lead - BA06DE We're determined to make a difference and are proud to be an ... Plan and monitor IT budgets to ensure alignment with strategic initiatives and/or objectives.

Showing results 21-40

Director Strategic Initiatives information

See Springfield, MA salary details

$49.3K

$125.2K

$203.3K

How much do director strategic initiatives jobs pay per year?

As of Sep 6, 2026, the average yearly pay for director strategic initiatives in Springfield, MA is $125,194.00, according to ZipRecruiter salary data. Most workers in this role earn between $94,700.00 and $155,500.00 per year, depending on experience, location, and employer.

What does a director of strategic initiatives do?

A Director of Strategic Initiatives is responsible for leading, developing, and executing key projects and programs that support an organization’s long-term goals. They work closely with executive leadership to identify opportunities for growth, drive cross-functional collaboration, and ensure alignment between strategy and operations. Their role often includes managing change initiatives, analyzing business performance, and overseeing the implementation of new strategies. This position requires strong leadership, analytical skills, and the ability to manage complex projects across multiple departments.

What are the key skills and qualifications needed to thrive as a director of strategic initiatives?

To thrive as a Director of Strategic Initiatives, you need strong leadership, project management, and analytical skills, typically supported by a bachelor's or master's degree in business, management, or a related field. Familiarity with strategic planning frameworks, data analytics tools, and project management software like Asana or MS Project is often required. Exceptional communication, stakeholder management, and problem-solving abilities set top performers apart in this role. These skills and qualities are vital for successfully driving organizational change and achieving long-term business goals.

How does a director of strategic initiatives typically collaborate with other departments within an organization?

A Director of Strategic Initiatives works closely with leaders across multiple departments—such as operations, finance, marketing, and HR—to align projects with overall business objectives. This role often leads cross-functional teams, facilitating communication and ensuring that strategic projects are executed efficiently. Regular meetings, progress updates, and stakeholder engagement are crucial parts of the job to break down silos and drive company-wide initiatives forward. Being able to build strong relationships and influence without direct authority is key to success in this position.

What is the difference between Director Strategic Initiatives vs Project Manager?

AspectDirector Strategic InitiativesProject Manager
Primary FocusStrategic planning and long-term initiativesProject execution and delivery
ResponsibilitiesOversees multiple projects aligning with company goalsManages specific projects from initiation to completion
Required CredentialsBachelor's/Master's degree, strategic planning experienceBachelor's degree, project management certification (e.g., PMP)
Work EnvironmentCorporate strategy teams, executive officesProject teams, operational departments

The main difference is that the Director of Strategic Initiatives focuses on high-level strategic planning and long-term goals, overseeing multiple projects to align with company vision. In contrast, a Project Manager handles the day-to-day management of individual projects, ensuring timely delivery within scope and budget. Both roles require strong organizational skills, but their scope and focus differ significantly.

What are the most commonly searched types of Strategic Initiatives jobs in Springfield, MA?

The most popular types of Strategic Initiatives jobs in Springfield, MA are:

What cities near Springfield, MA are hiring for Director Strategic Initiatives jobs?

Cities near Springfield, MA with the most Director Strategic Initiatives job openings:

Infographic showing various Director Strategic Initiatives job openings in Springfield, MA as of August 2026, with employment types broken down into 1% As Needed, 91% Full Time, 6% Part Time, and 2% Contract. Highlights an 87% Physical, 4% Hybrid, and 9% Remote job distribution, with an average salary of $125,194 per year, or $60.2 per hour.

Director of Financial Planning & Analysis

Talcott Financial Group

Hartford, CT • On-site

$145K - $195K/yr

Full-time

Re-posted 9 days ago


Job description

Talcott Financial Group* is an international life insurance group and the industry's trusted partner for comprehensive risk solutions. Talcott creatively designs and expertly delivers responsive solutions that transfer risk and manage capital in a way that supports the strategic needs of insurers today and into the future.
Talcott Financial Group has a proven track record of well-executed transactions, and the enterprise benefits from its strong financial position with over $130 billion in assets under management, its investment-grade financial strength ratings, and its partnership with Sixth Street, a leading global investment firm.
Talcott Financial Group's two core business platforms include: U.S. based Talcott Resolution and Bermuda and Cayman based Talcott Re.
Overview
The Financial Planning and Analysis (FP&A) team plays a central role in shaping the company's strategic and financial direction. Working closely with the Chief Financial Officer, Treasurer, and senior executive leadership, the team delivers financial insights, evaluates strategic initiatives, and develops analyses that support key business decisions.
This is an opportunity for a highly motivated finance professional who thrives in a fast-paced, analytical environment. The ideal candidate will have a strong understanding of the life insurance and annuity industry, be capable of making an immediate impact, and have the ability to independently lead complex projects from concept through execution. The role offers significant visibility across the organization, including regular interaction with executive leadership, regulators, rating agencies, lenders, and ownership.
While this is a Director-level position, it is intentionally hands-on. We are seeking an experienced professional who enjoys building financial models, performing rigorous analysis, solving complex problems, and driving outcomes - not someone looking to solely manage people or processes.
Responsibilities
  • Lead complex financial analyses to evaluate business performance, profitability, capital deployment, and strategic initiatives, providing actionable insights to senior leadership
  • Develop, maintain, and enhance integrated three-statement financial models supporting valuation, long-term planning, capital management, forecasting, and strategic decision-making
  • Support the enterprise financial projections across US, Bermuda, and Cayman insurance entities, partnering cross-functionally to deliver accurate and timely outlooks
  • Perform quantitative analysis of financial, actuarial, investment, and capital data to identify key business drivers, emerging trends, and risks
  • Prepare executive-level presentations, board materials, and financial reporting for senior management, regulators, lenders, rating agencies, investors, and other external stakeholders
  • Produce management-view financial statements and executive reporting packages that provide meaningful insights into financial performance and capital position
  • Partner with corporate development, investments, actuarial, treasury, accounting, and business leaders to evaluate M&A opportunities, block/flow reinsurance, funding agreements, retail business, and other strategic growth initiatives
  • Support financial integration of new business into the company's forecasting, planning, reporting, and capital management processes
  • Manage and enhance financial data infrastructure, reporting, and analytics, within Microsoft Fabric, improving data quality, automation, scalability, and reporting efficiency
  • Drive process improvements across forecasting, reporting, and financial planning by identifying automation opportunities and implementing best practices
  • Present analyses and recommendations directly to senior leadership, translating complex financial and actuarial concepts into concise, decision-ready insights
  • Independently lead high-impact, cross functional projects from initial concept through implementation, exercising sound judgement and requiring minimal day-to-day oversight
  • Perform ad-hoc financial analyses to support executive decision-making, capital allocation, business planning, and emerging strategic priorities
  • Mentor junior team members by providing technical guidance, reviewing analyses, and fostering best practices while remaining actively engaged in hands-on analytical work

Qualifications
  • 8+ years of progressive experience in FP&A, corporate finance, actuarial, valuation, insurance finance, or a related field
  • Prior experience within life insurance and annuity industry is strongly preferred, with a solid understanding of insurance financial statements, capital management, reserving, reinsurance, and financial forecasting
  • Excellent written and verbal communication skills, with the ability to translate complex financial and actuarial concepts into clear, concise, and actionable recommendations
  • Demonstrated ability to independently lead complex projects and deliver results with minimal direction
  • Strong financial modeling, forecasting, and analytical skills with exceptional attention to detail
  • Experience preparing executive presentations and communicating financial results and recommendations to senior leadership
  • Proven ability to manage multiple priorities simultaneously while delivering high quality work in a fast-paced, deadline-driven environment
  • Advanced proficiency in Microsoft Excel; experience with Microsoft Fabric, Power BI, SQL, or similar data platforms is a plus
  • Proven ability to balance strategic thinking with a willingness to dive into detailed analysis and execution
  • Bachelor's degree in Finance, Accounting, Economics, Actuarial Science, Mathematics, or a related discipline; CFA, FSA, CPA, or MBA is a plus

Compensation:
This range represents the minimum and maximum annual base salary we reasonably expect to pay for this role at the time of posting. The actual base pay could vary and may be above or below the listed range. The base pay is based on factors including but not limited to experience, competence, and demonstration of proficiencies essential for the role. The base pay is just one component of Talcott's total annual compensation for employees. Other compensation may include annual bonuses, long-term incentives and recognition.
*This role is not eligible for visa sponsorship. Applicants must be authorized to work in the United States on a full-time basis without current or future visa sponsorship.
**Talcott Financial Group is an equal employment employer. All qualified applicants will receive consideration without regard to race, color, sex, religion, age, national origin, disability, veteran status, sexual orientation, gender identity or expression, marital status, ancestry or citizenship status, genetic information, pregnancy status or any other characteristic protected by law. Talcott Resolution maintains a drug-free workplace. For more information regarding our Privacy Policy, please go to https://talcott.com/onlineprivacypolicy/onlineprivacypolicy.html