Senior Technical Program / Project Manager

SENIOR TECHNICAL PROGRAM/PROJECT MANAGER

DIRECT HIRE OPPORTUNITY IN MILWAUKEE!

$120,000-125,000K PER YEAR PLUS FULL BENEFITS!

Are you a seasoned Program/Project Management leader who knows how to take complex enterprise initiatives from strategy through successful execution?

This is an exciting opportunity to join an established organization in the life insurance and financial services industry and lead high-visibility transformation initiatives that directly impact business operations, technology, and the customer experience.

We're looking for a strategic, highly organized leader who can bring structure to complexity, align diverse stakeholders, manage competing priorities, and keep large-scale initiatives moving forward.

If you have a strong background in life insurance, annuities, financial services, enterprise technology, and large-scale system implementations or modernization, this could be an excellent next step in your career.

We're seeking a Senior Program/Project Manager to lead high-impact enterprise transformation initiatives within the life insurance/financial services space.

The ideal candidate brings 8+ years of complex program/project leadership, strong experience with large-scale system implementations, conversions or modernization efforts, and the ability to drive alignment across business, technology, executive stakeholders and external partners.

The ideal candidate brings strong project and program leadership experience, a deep understanding of life insurance, annuities, and financial services, and the ability to confidently lead large initiatives in a dynamic environment.

Key Requirements:

• 8+ years of progressive project, program, transformation, or related leadership experience
• Proven success leading large-scale enterprise programs and complex technology initiatives
• Experience with system implementations, conversions, modernization, or transformation initiatives
• Strong understanding of the life insurance, annuities, and financial services industries
• Experience leading initiatives throughout the Software Development Lifecycle (SDLC)
• Ability to manage multiple concurrent projects and competing priorities
• Experience working across waterfall, iterative, and agile delivery methodologies
• Strong executive-level communication and presentation skills
• Proven ability to influence stakeholders and drive decisions without direct authority
• Strong vendor and external partner management experience
• Exceptional organization, planning, risk management, and problem-solving skills
• Ability to identify roadblocks, manage dependencies, and proactively drive solutions

Qualifications & Skills:

• Bachelor's degree or equivalent combination of education and experience
• PMP Certification - REQUIRED
• 8+ years of project/program/transformation leadership experience
• Demonstrated success managing complex, enterprise-level initiatives
• Strong experience within life insurance, annuities, financial services, or a closely related industry
• Strong understanding of SDLC and enterprise technology delivery
• Experience leading multiple concurrent projects
• Experience with waterfall, iterative, and agile methodologies
• Strong executive communication, presentation, and stakeholder-management skills
• Proven vendor management experience
• Strong analytical, organizational, problem-solving, and decision-making skills

This is more than a project management position. It's an opportunity to lead initiatives that matter, work directly with senior stakeholders, and help shape major transformation efforts within a complex and highly regulated industry.