Sr. Implementation Manager (Remote)

Inspira Financial; Oak Brook (IL); On-site; USD 76,000 - 83,000; Full time

Job summary

Inspira Financial in Oak Brook, IL seeks a Sr. Implementation Manager to lead client onboarding and ongoing program success for high‑profile customers within the CDB Client Services group.

You will coach, train, and mentor teams, develop and update implementation policies, and oversee delivery of PayFlex products and services from pre‑sale through post‑sale onboarding, fostering long‑term partnerships. Responsibilities include owning the implementation plan, coordinating across sales,

Qualifications

• 5–7 years of experience in implementation or project management.
• Bilingual language skills preferred.
• Strong analytical skills with proactive mindset.

Responsibilities

• Act as the single point-of-contact for benefit plan implementation; mediates and coordinates resolution of all project deliverables and implementation related issues
• Ensure implementation strategy is administered in accordance with all performance guarantee arrangements
• Partner with all key stakeholders to proactively identify and address critical implementation issues
• Evaluate impact of client-requested exceptions and develop reasonable alternatives
• Collaborate on review and development of recommendations for design of complex account and benefit structures
• Participate in high profile client finalist meetings representing capabilities of implementation services
• Effectively manage implementation team dynamics and provide direction/coaching
• Assist the Manager in monitoring activities such as meeting service levels and design/testing of new offerings
• Maintain a positive work atmosphere with the team and internal departments
• Assist in updating internal Client Success and onboarding policies

Skills

Strong relationship skills

Bilingual

Analytical skills

Education

Bachelor's Degree in Business/Finance/Communications

Tools

Microsoft Excel

Word

Outlook

Salesforce CRM

Trust Accounting Systems

Job description

Join Us! Take the next step in your journey at Inspira Financial. Guided by our mission to enable better health and greater wealth, we help businesses and individuals thrive today, tomorrow, and into retirement by strengthening and simplifying the health and wealth journey.

Join Us! Take the next step in your journey at Inspira Financial. Guided by our mission to enable better health and greater wealth, we help businesses and individuals thrive today, tomorrow, and into retirement by strengthening and simplifying the health and wealth journey. Our values shape how we show up every day. We Lead with Heart by acting with compassion, empathy, and doing what's right; Cultivate Trust through integrity, transparency, and accountability; Aim Higher by never settling for what's expected and continually raising the standard; and Win Together by collaborating inclusively to achieve the best outcomes. Join us on our journey as we work together to take on the complex and the everyday--turning collective effort into life-changing impact that enriches lives and helps build a better future. Learn more at inspirafinancial.com.

We believe in finding the best talent!

While some roles are based at one of our office locations, remote roles can sit in any of the following states: AL, AZ, FL, GA, IA, IL, IN, MI, MN, MO, NC, NE, PA, SC, TN, TX, UT, VA and WV. Remote status and role locations are subject to change. Relocation is not provided.

Employees within a 90‑minute radius of our Oak Brook, IL headquarters are required to adhere to the company in‑office work guidelines of 4 days per month minimum from 10 am to 2 pm (1 of the 4 days must be a Monday or Friday). This requirement does not apply to support specialist positions.

Don\'t meet every single requirement? That\'s okay. At Inspira Financial, we know growth comes from people who are willing to learn, challenge themselves, and aim higher. We value individuals who lead with heart, cultivate trust, and collaborate to win together. If you\'re energized by meaningful work, continuous development, and being part of a team that turns collective effort into real impact, Inspira Financial could be the right next step in your journey.

Inspira Financial provides health, wealth, retirement, and benefits solutions that strengthen and simplify the health and wealth journey. With more than 7 million clients, representing over $62 billion in assets, Inspira works with thousands of employers, plan sponsors, recordkeepers, TPAs, and other institutional partners – helping the people they care about plan, save, and invest for a brighter future. Inspira relentlessly pursues better outcomes for all with our automatic rollover services, health savings accounts, emergency savings funds, custody services, and more. Learn more at inspirafinancial.com.

We have been recognized for our remarkable growth on lists such as Crain\'s Fast 50 and Inc. 5000, and for our outstanding workplace culture and benefits with Built In\'s 2025 Best Places to Work and Gallagher\'s 2022 Best-In-Class Employer awards.

Job Summary & Responsibilities

The Sr. Implementation Manager will report to the Sr. Manager, Client Management in the CDB Client Services Department. This role is responsible for coaching, training and mentoring team members, assisting with the development, reviewing, and updating of policies and desktop procedures, and discussing, testing, and implementing new product offerings and new software applications. Through verbal and written communications, the ideal incumbent will develop, strengthen, and maintain a positive relationship with our clients and firm associates. This role is also responsible for providing focused service from pre‑sale consultation through initial post‑sale client administration fostering strong, long‑term partnerships with customers and consulting community. This role will direct all aspects of customer benefit plan installation for new and existing high‑profile, large, complex customers of PayFlex\'s products and services. The incumbent will develop and execute an implementation strategy consistent with customer expectations. Ultimately creating, managing and tracking detailed project plans and issue logs outlining required actions, responsible parties and assigned target dates associated with the delivery of the services and projects.

• Act as the single point-of-contact for benefit plan implementation; mediates and coordinates resolution of all project deliverables and implementation related issues
• Ensure implementation strategy is administered in accordance with all performance guarantee arrangements
• Partner with all key stakeholders (i.e., sales/service staff, consultants, plan sponsors, and other internal business units) to proactively identify and address critical implementation issues ensuring customer expectations are consistently satisfied or exceeded
• Evaluate impact of client-requested exceptions and develops reasonable alternatives to satisfy client\'s needs while minimizing impact on systems and operations; Identifies, communicates and tracks cost sensitive items not included as part of the standard process
• Collaborate on review, analysis and development of recommendations for the design of complex account and benefit structures based on client\'s objectives and PayFlex\'s systems, administration and reporting requirements
• Participate in high profile client finalist meetings representing the capabilities of the organization\'s implementation services process; identifies opportunities for cross sales and account rounding of additional PayFlex products and services throughout the implementation process
• Effectively manage implementation team dynamics and provides direction/coaching to fellow team members ensuring success of the overall implementation process; engages team members to follow-through on their responsibilities and tasks
• Assist the Manager in monitoring activities such as:
• Meeting established service levels
• Designing and testing of new product offerings and new software applications
• Providing backup support for team members and supervisors
• Maintain a positive work atmosphere with the team and internal departments
• Assist in developing, updating, and reviewing internal Institutional Client Success, Client Onboarding policies and desktop procedures
• Utilize sound judgment to elevate issues that may require intervention of the Manager
• Prepare team statistics and reports
• Manage special projects
• Suggest and implement improvements to internal processes
• Other duties as assigned.

Preferred Qualifications

Years of Experience:

• 5-7 years of experience . Degree:
• Bachelor\'s Degree in Business, Communications, Finance, or related field . Certification: N/A . Skills & Abilities:
• Strong relationship and communication skills
• Bilingual language skills preferred
• Possess a high level of knowledge regarding IRAs and applicable IRS code
• Action oriented - should be motivated by challenging opportunities and thrive in fast paced environments
• High level of composure - must be cool under pressure and in challenging situations and respond in a patient and professional manner
• Operate efficiently with a high degree of accuracy
• Consistent, sound decision making capabilities - must make consistently good decisions using blend of knowledge, experience and analysis
• High level of ethics and values - must act in accordance with an appropriate set of core beliefs and within Inspira\'s personal code of conduct.
• Experience in solving complex issues, both independently and in a collaborative team environment
• Excellent analytical skills with a proactive nature
• Proficiency in Microsoft Excel, Word (including mail merge) and Outlook
• Experience with Salesforce CRM and Trust Accounting Systems preferred
• Strong collaboration skills

Pay Range

$76,000-$83,000 per year

Compensation & Benefits

The compensation for this position will vary depending on factors such as your location, skills and experience. The compensation package may also include incentive and bonus opportunities. Inspira provides industry-leading benefits including, but not limited to: healthcare, 401K savings plan, company holidays, paid time off, parental leave and an employee assistance program.