Senior Manager, Global Benefits at Project44 | Powderkeg

Why project44?

At project44 we’re on a mission - to make supply chains work.

project44 optimizes the movement of products globally, delivering better resiliency, sustainability, and value for our customers. As the supply chain connective tissue, we operate the most trusted end-to-end visibility platform that tracks more than 1 billion shipments annually for the world’s leading brands. The undisputed leader in the market, project44 was named the Leader in the Gartner Magic Quadrant, #1 in FreightWaves’ FreightTech 25, and the Customer’s Choice in Gartner Peer Insights’ Voice of the Customer report. project44 is headquartered in Chicago with a diverse and fast-growing, global workforce.

If you’re eager to be part of a winning team that works together to solve some of the most challenging supply chain challenges every day, let’s talk.

Position Overview:

We are seeking a dynamic and experienced Senior Manager of Benefits to oversee the design, implementation, and administration of our comprehensive employee benefits programs globally. The Senior Manager will play a pivotal role in ensuring the competitiveness and effectiveness of our benefits offerings, aligning them with the company's strategic objectives and the needs of our diverse workforce. The ideal candidate will possess a deep understanding of all country benefits regulations, trends, and best practices, coupled with strong leadership and communication skills.


· Develop and execute the company's global benefits strategy, in alignment with organizational goals, budgetary constraints, and industry benchmarks.

· Manage all aspects of employee benefits programs, including health and wellness plans, retirement savings, life and disability insurance, flexible spending accounts, and other ancillary benefits.

· Stay abreast of legislative changes and regulatory requirements related to employee benefits, ensuring compliance with all applicable laws, including ERISA, ACA, HIPAA, and FMLA.

· Lead the annual US benefits renewal process, including negotiations with vendors and brokers, and evaluation of plan options to optimize cost- effectiveness and value for employees.

· Facilitate employee education and communication initiatives to promote participation in the 401(k) plan, including enrollment meetings, investment seminars, and retirement planning resources

· Collaborate cross-functionally with HR, Finance, Legal, and other departments to ensure seamless administration and communication of benefits programs.

· Analyze benefits utilization data, employee feedback, and industry trends to assess the effectiveness of current offerings and identify opportunities for enhancements.

· Oversee the administration of benefits enrollment, eligibility, and claims processing, leveraging technology solutions to streamline processes and enhance employee experience.

· Provide guidance and support to employees on benefits-related inquiries, serving as a subject matter expert and resource for resolving complex issues.

· Lead all employee leave management processes and coordinate with the appropriate stakeholders.

· Drive initiatives to promote employee well-being and engagement, such as wellness programs, employee assistance resources, and diversity, equity, and inclusion initiatives.


· Bachelor's degree in Human Resources, Business Administration, or related field; Master’s degree or relevant certifications (e.g., CEBS, PHR, SHRM-SCP) preferred.

· Minimum of 10 years of progressive experience in benefits management, preferably in a corporate environment or professional services firm.

· In-depth knowledge of employee benefits regulations, compliance requirements, and industry trends.

· Strong analytical skills, with the ability to interpret data, assess program effectiveness, and make data-driven recommendations.

· Excellent communication and interpersonal skills, with the ability to build relationships, influence stakeholders, and present complex information in a clear and concise manner.

· Demonstrated leadership experience, including the ability to coach, mentor, and develop a high-performing team.

· Proven project management skills, with the ability to prioritize competing demands, meet deadlines, and drive initiatives to completion.

· High degree of integrity, discretion, and confidentiality in handling sensitive employee information.

Diversity & Inclusion

We're designing the future of how the world moves and is connected through trade and global supply chains. We can only deliver a truly world-class product and experience if our teams are as diverse and unique communities we are building for. So it's up to us to create a company where anyone can bring their authentic self to work everyday. We're constantly working to improve, and we accept our responsibility to elevate the voices left in the margins. It's on every one of us.

Our focus on inclusion manifests in the way we hire, the customers we serve, and the regions we prioritize. We're building a company that every one of us at project44 is proud to work for: a company that celebrates you for being you.

We pride ourselves on celebrating everyone — project44 is an equal opportunity employer actively working on creating a diverse and inclusive work environment where underrepresented groups can thrive. If you share our values and our passion for helping the way the world moves, we’d love to review your application!

For any needed accommodations during the hiring process, please email Even if you don’t meet 100% of the above qualifications, you should still seriously consider applying. Studies show that you can still be considered for a role if you meet just 50% of the role’s requirements.

More about project44

Since 2014, project44 has been transforming the way one of the largest, most important global industries does business. As transportation and logistics continues to evolve and customer expectations around delivery become more demanding, industry technology must rise to the occasion. In just a few short years, we’ve created a digital infrastructure that eliminates the inefficiencies caused by dated technology and manual processes. Our Advanced Visibility Platform is used by the world’s leading brands to track shipments, collaborate with supply chain partners, drive operational efficiencies, and create outstanding customer experiences.

Job Summary
  • Job Title
    Senior Manager, Global Benefits
  • Company
  • Location
    Chicago, IL
  • Employment Type
    Full time
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