bswift
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the right people.
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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!
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 (Job Summary)
Support 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. You will partner closely with service delivery, implementation, product, and technology teams to ensure high‐quality execution, on‐time delivery, and an exceptional client experience.
The Senior Project Manager plays a critical role 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, ongoing 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 or support annual enrollment–related client projects, including planning, cross‐team coordination, readiness tracking, execution support, and post‐AE analysis.
Coordinate closely with service delivery, technology, product, and operations teams to ensure smooth execution during high‐volume, time‐sensitive benefit cycles.
Apply strong organizational, prioritization, and communication skills to manage competing client needs and mitigate risk during peak enrollment periods.
Support continuous improvement in AE execution by identifying lessons learned and opportunities to enhance future client delivery.
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 as needed.
Apply Agile, Scrum, or Waterfall methodologies based on client needs, scope, and delivery timelines.
Facilitate effective collaboration across service delivery teams, internal delivery partners, and external vendors supporting client initiatives.
Track and manage 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 & 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.
NICE TO HAVE (Preferred Education & Experience)
PMP certification.
Experience leading or supporting client annual enrollment projects at scale.
Background in benefits technology, consulting, or SaaS environments.
Experience managing complex client implementations or service delivery transformations.
OTHER DUTIES
Please note this job description is not designed to cover or contain a comprehensive listing of activities, duties, or responsibilities required 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!
Ready to apply?
Apply to bswift
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!
ABOUT US:
WHAT YOU’LL DO:
WHAT YOU WILL BE RESPONSIBLE FOR (Essential Functions):
Client Site Implementation and Maintenance
- Manage and provide technical guidance through the implementation of new client websites.
- Continually update client sites as requirements change, including benefit class matrices, requirements documents, rates, permissions, field options, site text, and open items from implementation question logs.
- Test client sites for quality assurance and track, monitor, and drive resolution of identified issues.
Client Collaboration and Deliverables
- Partner with bswift teams (product management, development, call center) to meet client deliverables.
- Create, manage, and obtain client sign‑off on Benefits Class Matrices, Requirements, Rates, Permissions, and Implementation Question Logs.
- Configure systems for annual benefit program changes and client acquisitions.
- Execute non‑automated service delivery processes as required.
- Research and resolve client inquiries related to system and process issues.
- Train clients on system features and services through presentations and demonstrations.
System Testing and Functionality
- Test new and existing system functionality to ensure accurate client system configuration.
- Conduct technical and product demonstrations for new or changing plans, site text updates, and release functionality changes.
Client Issue Resolution and Communication
- Respond to client questions and concerns regarding bswift products with prompt, research‑based solutions.
- Triage client tickets and questions within 24 hours, maintaining ownership from initial contact through resolution.
- Provide clear, professional, and proactive communication to clients throughout the issue resolution process.
Process Improvement and Team Collaboration
- Drive continuous process improvements by maintaining a deep understanding of internal systems and workflows.
- Lead and create agendas for client meetings, as needed.
- Coach and mentor team members, sharing best practices, new ideas, and customer insights throughout all phases of the product life cycle.
Additional Responsibilities
- Manage workflows for carrier and payroll feed setup and maintenance.
- Support sales and marketing activities as required.
- Lead special projects as assigned.
- Develop and implement fulfillment procedures.
WHAT YOU NEED TO SUCCEED (Required Education and Experience):
- Bachelor’s Degree or an equivalent combination of education and experience.
- 5+ years of direct client‑facing experience and/or associate or analyst experience.
- 2+ years of project management experience.
- Experience working within benefits administration, including knowledge of benefit plans, eligibility rules, enrollment processes, and client benefit programs.
- Hands‑on experience configuring a benefits administration platform, including plan setup, eligibility rules, rates, permissions, and overall site configuration.
- Hands-on experience configuring the bswift platform.
- Solid technical background with the ability to understand and configure complex systems.
- Proficiency in Microsoft Excel, including VLOOKUPs, Pivot Tables, and basic functionality.
- Strong written and verbal communication skills, with the ability to effectively engage technical and non‑technical audiences.
- Exceptional analytical and problem‑solving skills with the ability to use data strategically.
- Demonstrated ability to work in a fast‑paced, ambiguous environment while maintaining high‑quality outcomes.
- High level of productivity, reliability, and attention to detail.
- Passion for teamwork, client service, and achieving business results through problem‑solving.
NICE TO HAVE (Preferred Education and Experience):
- Experience supporting HR technology or SaaS‑based benefits administration platforms.
- Experience working in a professional services or client implementation environment.
OTHER DUTIES
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: Health, dental, and vision plans to support your wellness.
-
Competitive Compensation: A package recognizing your skills and contributions, including performance-based incentives.
-
Flexible Work Environment: Remote-first, office-friendly options.
-
Retirement Savings Plans: Employer-sponsored programs for financial security.
-
Professional Development: Career growth opportunities through training and resources.
-
Supportive Culture: Collaboration, open communication, and creative problem-solving.
-
Employee Wellbeing Initiatives: Mental health, financial planning, and wellness resources.
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 a team making a meaningful difference in the lives of our clients and their employees.
Standard working hours: 8 AM - 5 PM Central Time unless otherwise stated.
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 will be determined based on factors such as geographic location, skills, education, and experience. We also believe in pay equity and consider internal team equity as part of any final offer. Please note, hiring at the maximum of the range is not typical to allow for 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!
Ready to apply?
Apply to bswift
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!
Summary:
The role of Senior Service Delivery Manager at bswift involves managing client relationships to ensure delivery quality and timeliness while reflecting the company's core values. Key responsibilities include developing strategic and operational relationships with clients, coordinating with internal resources to meet deliverables, leading meetings and consultations, and ensuring system configuration accuracy. The role also emphasizes proactive consulting on best practices, enhancing client value through additional services, and advocating for client needs throughout the product lifecycle. Strong organizational, communication, and leadership skills are essential, along with technical expertise and the ability to work in a dynamic environment.
Responsibilities:
- Consistently reflect our core values of: pursue excellence, embrace accountability, deliver superior service, and be a great place to work to bswift associates, clients, and partners.
- Directly manage your assigned client relationship(s); ensure delivery quality and timeliness.
- Develop and maintain strong relationships at a strategic and operational level with assigned clients.
- Partner with a team of operations managers and associates to coordinate with other bswift resources (product management, development, call center) to meet client deliverables; including, but not limited to:
- Creating Benefits Class Matrix, Requirements, Rates, Permissions, Field Options, Site Text, and Implementation Questions Log with client (including client sign-off).
- Configuring system as needed for annual benefit program changes/acquisitions.
- Executing on non-automated service delivery processes to satisfy scope requirements.
- Researching and resolving client inquiries regarding system and process issues.
- Training clients on new and existing system features and services (prepare and conduct technical/product presentations and demos as required).
- Testing new and existing system functionality to ensure accuracy of client system configuration.
- Provide day-to-day guidance to the service delivery team.
- Proactively consult clients on best practices and necessary system and process changes to achieve client goals throughout the year and during annual open enrollment.
- Schedule, prepare for, and lead quarterly and/or annual stewardship meetings with clients and lead other regularly scheduled meetings as necessary.
- Schedule and lead regular client status meetings for their assigned clients to ensure excellent customer service.
- Research and recommend system enhancements based upon client needs (assist in the development of enhancement specifications with bswift Product Managers and Developers).
- Consult clients on additional bswift products and services to provide additional value to the client relationship.
- Create and coordinate requirements for gathering and processing one-time projects as needed (Vendor or Internal).
- Advocate client needs throughout all phases of the product life cycle (plan, design, integrate, install, manage).
- Drive efficiency and quality through standard operating procedures.
- Coordinate and secure renewal of client agreements as necessary.
- Responsible for special projects as assigned.
- Assist in sales and marketing efforts as needed.
Qualifications:
- 8+ years of direct client and/or associate/analyst experience preferred.
- 4+ years of project management experience.
- Solid technical background.
- Must be proficient in Excel (VLOOKUP, Pivot Tables, Basic Functionality).
- Strong written and verbal communication skills with the ability to communicate effectively with both technical and non-technical personnel; ability to listen, clarify, and respond well to questions.
- Ability to operate and make timely decisions in an ambiguous, fast-paced atmosphere.
- A leadership style that reflects and reinforces bswift’s core values: Pursue Excellence, Embrace Accountability, Deliver Superior Service, & Be a Great Place to Work.
- Project management skills and the ability to interact with all levels of a client’s organization.
- Must be able to quickly sort through complex subject material.
- Strong analytical skill set and ability to effectively use data for strategy.
- High level of productivity, reliability, responsibility, attendance, dependability, organization, and accuracy/thoroughness.
- Ability to assist and equip others to efficiently solve complex problems.
- Passion for teamwork, client service, and reaching business results through problem-solving.
- Strong organizational skills, including multi-tasking and working in a changing environment.
Education:
- Bachelor’s degree from a four-year college or university, or equivalent combination of education and experience.
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 $90,000-$120,000 exclusive of fringe benefits or potential bonuses. This position is also eligible for an annual corporate bonus of 15%. 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!
Ready to apply?
Apply to bswift