Senior Benefit Manager

Date: Aug 20, 2026

Location: Exton, PA, US

Company: Bentley Systems

Career Mobility Policy:

Bentley strives to support colleagues’ development and provide opportunities for them to achieve their career aspirations in alignment with Bentley objectives and strategy. To foster colleague development while supporting cross functional collaboration and a one Bentley mindset, it's expected that you:

Complete twelve (12) months of employment in your current position and are in good standing with regards to performance in current role before applying for another role within Bentley.
Apply for open roles in the Career Opportunities page to be considered for a role.
Strongly consider notifying your current manager at the time you apply.
If selected for a role you applied for, you are expected to notify your current manager when an offer is extended, and before you accept the offer.
For more information, please see Bentley's Career Mobility Policy.

Position Summary:

The Senior Manager, NA Benefits & Retirement leads the strategy, design, governance, and management of the U.S and Canadian benefits and retirement programs. This role ensures programs remain competitive, compliant, and cost-effective while supporting business and talent objectives. This role partners with senior leadership to drive benefits strategy, support M&A due diligence and integration activities, and deliver programs that enhance the employee experience and overall value proposition.

 

This is an individual contributor role that will lead and manage benefits and retirement programs across the US and Canada.

Responsibilities:
Benefits Program Management

  • Serve as a trusted advisor to senior leadership on benefits and retirement strategy, market trends, and vendor management. Serve as the primary subject matter expert for complex benefits and retirement-related inquiries, providing strategic guidance and issue resolution
  • Lead the design, implementation, and management of U.S and Canadian employee benefits programs, including health, life, disability, retirement, pension, and well-being benefits
  • Provide strategic leadership including plan design, governance, sustainable programs for long-term program strategy
  • Manage the Annual Open Enrollment process from Strategy through Enrollment
  • Manage the Benefit Administration vendor relationship
  • Oversee the administration and performance of benefits and retirement programs to ensure alignment with organizational objectives
  •  Manage/Oversee and improve the Leave of Absence programs
  • Evaluate and enhance programs to maintain competitiveness, cost effectiveness, regulatory compliance, and support business goals
  • Provide support for mergers, acquisitions, divestitures, and other corporate transactions, including assessment of plan design, liabilities, compliance risks, and integration opportunities
  • Develop strategies that support compliance, operational continuity, and a seamless Colleague experience

 

Vendor & Stakeholder Management

  • Collaborate with Compensation, HR, Finance, Legal, Payroll, HRIS, Shared Services and communications leaders
  • Partner with Benefit Broker and other external stakeholders to evaluate emerging point solutions and trends to optimize program performance. RFP and Benchmark evaluations
  • Manage relationships with benefits, retirement, and wellness vendors, consultants, recordkeepers, trustees, and other service providers to ensure high-quality, cost-effective program delivery
  • Oversee vendor and program performance and lead governance and service review processes to drive accountability and continuous improvement

Compliance & Reporting

  • Ensure compliance with all applicable federal, state, and local laws and regulations governing health, welfare, and retirement programs, including ERISA, ACA, HIPAA, FMLA, IRS requirements, and related regulatory filings and reporting obligations
  • Monitor legislative and regulatory developments affecting benefits and retirement programs and recommend actions to maintain compliance and program effectiveness
  • Oversee governance and compliance activities for health, welfare, and retirement programs, including audits, plan amendments, required notices, fiduciary oversight, and regulatory reporting, in partnership with payroll
  • Partner with vendors to monitor program utilization, retirement plan participation, cost trends, compliance metrics, and overall program performance to senior leadership, including recommendations for program enhancements and cost optimization

Employee Communication & Support

  • Develop and implement communication and education strategies that enhance employee understanding and engagement with benefits and retirement programs
  • Promote employee financial wellness and retirement readiness through targeted educational initiatives
  • Provide consultation and support to HR teams on benefits administration, retirement programs, compliance requirements, and employee escalations

Data Analysis & Strategic Recommendations

  • Analyze benefits and retirement plan data, employee feedback, benchmarking studies, and market trends to evaluate program performance and identify opportunities for enhancement
  • Develop strategic recommendations based on data insights, regulatory developments, industry trends, and company objectives
  • Identify opportunities to improve employee outcomes, optimize program performance, manage costs, and maintain a competitive Total Rewards offering

Qualifications:

  • Bachelor’s degree in Human Resources or related field required
  • 7+ years of experience in U.S. benefits management, including health, life, disability, retirement, and wellness benefits
  • Proactive and collaborative leadership style
  • Knowledge of US and Canadian Benefits and Retirement plans
  • Workday or other HRIS knowledge
  • Experience with Benefit Administration Systems
  • Strong communication skills, with the ability to clearly communicate complex benefits information to employees and senior leaders
  • Excellent problem-solving skills, with the ability to resolve employee benefits issues effectively and efficiently
  • Requires sitting or standing at will while performing work on a computer

 

 

 

About Bentley Systems

 

Around the world, infrastructure professionals rely on software from Bentley Systems to help them design, build, and operate better and more resilient infrastructure for transportation, water, energy, cities, and more. Founded in 1984 by engineers for engineers, Bentley is the partner of choice for engineering firms and owner-operators worldwide, with software that spans engineering disciplines, industry sectors, and all phases of the infrastructure lifecycle. Through our digital twin solutions, we help infrastructure professionals unlock the value of their data to transform project delivery and asset performance. www.bentley.com

Equal Opportunity Employer:

Bentley is an equal opportunity employer and considers all qualified applicants for employment without regard to race, color, sex, sexual orientation, gender identity, disability, pregnancy, protected veteran status, religion, national origin, age, genetic information or any other protected characteristic.  This commitment extends to all aspects of employment, including, but not limited to, hiring, placement, promotion, compensation, and training. Know Your Rights as an applicant under the law.

 

Bentley Policy on EEO, Affirmative Action and Pay Transparency Non-Discrimination

Bentley participates in e-Verify / Bentley participate in e-Verify / Right to Work Notice

 

Request an Accommodation:

 

As an Equal Opportunity Employer, Bentley is committed to providing reasonable accommodations to applicants with disabilities. We encourage you to request a reasonable accommodation if you are not able to fully use or access our online application system.   You can make an accommodation request by calling 610-458-5000 or sending us an email at disabilityrequest@bentley.com


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