Senior Project Manager- Temp

Want to be a bswifter? 

At bswift we’ve been transforming benefits administration since 1996, making it simpler, smarter, and more human. Our state-of-the-art, cloud-based technology and services empower employees to understand, manage, and love their benefits. From downtown Chicago, and remotely across the country, we serve thousands of companies and millions of people nationwide, reducing administrative burdens and freeing HR teams to focus on creating thriving, people-first workplaces. 

 We’re looking for motivated and goal-driven individuals who share our passion for delivering excellence and creating solutions that make a difference. The reward is a fun, flexible and creative environment with ample opportunity for professional and personal growth. If you love the bswift values of pursue excellence, embrace accountability, deliver superior service, and be a great place to work, we want to hear from you! 

This is a 12 month temporary role- benefits eligible. 

ABOUT US

bswift is a leading benefits administration company that specializes in providing tailored solutions for our clients. Our mission is to simplify the complex world of employee benefits and deliver exceptional service to our clients. We are looking for a talented and experienced individual to join our team as the Senior Project Manager, Service Delivery.

WHAT YOU’LL DO

The Senior Project Manager, Service Delivery supports the Service Delivery organization by leading client-facing benefits administration initiatives focused on service delivery excellence, operational readiness, and annual enrollment (AE). This role requires a strong understanding of benefits administration products and platforms, hands-on experience servicing clients, and proven success leading projects that directly impact client outcomes. The Senior Project Manager partners closely with service delivery, implementation, product, and technology teams to ensure high-quality execution, on-time delivery, and an exceptional client experience. This role plays a critical part in driving successful client engagements, improving delivery consistency, and supporting long-term client satisfaction, retention, and growth.

WHAT YOU WILL BE RESPONSIBLE FOR (Essential Functions)

Reasonable accommodations may be made to enable individuals with disabilities to perform these essential functions.

Client-Facing Benefits Administration Project Leadership

• Lead and manage client-facing projects within a benefits administration environment, ensuring alignment between client expectations, service delivery teams, and cross-functional partners
• Drive projects related to client onboarding, service delivery enhancements, platform configuration, operational readiness, and annual enrollment execution
• Act as a primary project leader supporting Service Delivery teams by proactively identifying risks, managing dependencies, and resolving issues that may impact client timelines or experience
• Ensure all client initiatives align with defined goals related to client health, satisfaction, retention, and long-term partnership success
• Serve as a trusted partner to internal delivery teams to ensure clarity, accountability, and high standards of execution for client commitments

Annual Enrollment (AE) & Service Delivery Initiatives

• Lead and/or support annual enrollment-related client projects, including planning, cross-team coordination, readiness tracking, execution support, and post-AE analysis
• Partner with service delivery, technology, product, and operations teams to ensure smooth execution during high-volume, time-sensitive benefit cycles
• Manage competing client priorities and mitigate risk during peak enrollment periods through strong organization and prioritization
• Identify lessons learned and drive continuous improvement to enhance future annual enrollment execution

Integrated Client Project Management & Execution

• Develop, maintain, and execute detailed client-facing project plans using Smartsheet as a primary tool, along with Jira and other project management platforms
• Apply Agile, Scrum, or Waterfall methodologies based on client needs, scope, and delivery timelines
• Facilitate collaboration across service delivery teams, internal partners, and external vendors
• Track project timelines, risks, issues, and dependencies to ensure successful client outcomes
• Communicate project status, milestones, risks, and outcomes clearly and consistently to stakeholders, with a strong focus on client impact and delivery readiness

WHAT YOU NEED TO SUCCEED (Required Education and Experience)

• Bachelor’s degree required; advanced degree preferred
• 5–10 years of experience working with benefits administration products and platforms in a client-facing or service delivery environment
• Demonstrated experience servicing external clients and leading client-driven initiatives within benefits administration or benefits technology
• 2–5 years of direct project management experience managing complex, cross-functional, client-facing initiatives
• Strong understanding of service delivery models, operational workflows, and annual enrollment cycles
• Proficiency with Smartsheet (strongly required), Jira, and related project management tools
• Working knowledge of Agile, Scrum, and Waterfall methodologies
• Exceptional communication, organization, and stakeholder management skills with a strong client service mindset
• Ability to work independently in a remote environment while managing multiple client priorities

Skills & Abilities

• Strong project management and organizational skills with the ability to manage multiple priorities simultaneously
• Excellent communication skills, both written and verbal, with the ability to influence stakeholders
• Strong analytical and problem-solving capabilities
• Ability to build relationships and collaborate across cross-functional teams
• High attention to detail and commitment to quality execution

NICE TO HAVE (Preferred Education and Experience)

• PMP certification
• Experience leading or supporting large-scale annual enrollment projects
• Background in benefits technology, consulting, or SaaS environments
• Experience managing complex client implementations or service delivery transformations

OTHER DUTIES

Minimal travel may be required. Please note this job description is not designed to cover or contain a comprehensive listing of activities, duties, or responsibilities required of the employee for this job. Duties, responsibilities, and activities may change at any time with or without notice.

 

Why Join bswift?

At bswift, we empower our employees to make a meaningful impact, innovate, and grow. Joining our team means stepping into a collaborative and dynamic environment that values creativity, initiative, and a passion for client success. We are dedicated to fostering an inclusive workplace that celebrates diversity and values each team member’s unique contributions.

Benefits of Working at bswift:

• Comprehensive Health Benefits: Access to health, dental, and vision plans to support your wellness and that of your family.
• Competitive Compensation: A compensation package that recognizes your skills, experience, and contributions, including performance-based incentives for most roles.
• Remote first, Office friendly environment! No time to commute?  No problem!
• Retirement Savings Plans: Options to help you plan for a secure financial future with employer-sponsored retirement savings programs.
• Professional Development: Opportunities for career growth, including training and access to resources to support your career progression.
• Supportive Culture: A work environment that encourages collaboration, open communication, and creative problem-solving, where your voice and ideas are valued.
• Employee Wellbeing Initiatives: Programs focused on mental health, financial planning, and wellness resources to help you thrive inside and outside of work.

Make an Impact: At bswift, your work directly contributes to transforming how organizations approach benefits administration and client engagement. Join us to be part of an organization that is making a meaningful difference in the lives of our clients and their employees.

Specific benefit offerings vary by position and may be subject to change.

 

Standard working hours are 8am-5pm Central Time, unless otherwise stated in the Job Description. 

 

 

In the spirit of pay transparency, we are excited to share the base salary range for this position is $XX.00-$XX.00, exclusive of fringe benefits or potential bonuses.  If you are hired at bswift, your final base salary compensation will be determined based on factors such as geographic location, skills, education, and/or experience. In addition to those factors – we believe in the importance of pay equity and consider internal equity of our current team members as a part of any final offer. Please keep in mind that the range mentioned above is the full base salary range for the role. Hiring at the maximum of the range would not be typical in order to allow for future & continued salary growth. We also offer a generous compensation and benefits package!

At bswift, our mission is clear: Become the preeminent benefits administrator through exceptional people, innovative technology, and delighted customers. And our values are at the heart of everything we do to accomplish that mission. We Pursue Excellence, Embrace Accountability, Deliver Superior Service, and strive to Be A Great Place To Work. We take pride in having an engaged, collaborative team that goes the extra mile to get the job done right.  

 bswift has been regularly named one of Chicago’s Best and Brightest Companies to Work For®, as well as one of the Nation’s Best and Brightest Companies to Work For® year after year. We offer a fun, flexible, and creative environment where you can grow both professionally and personally. 

If you have what it takes to join our award-winning culture, we’d love to hear from you!