Sr. Onboarding Specialist

Posted Yesterday
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Chicago, IL, USA
In-Office
76K-90K Annually
Senior level
Fintech
Inspira Financial's innovative financial wellness solutions help people plan, save, and invest.
The Role
Leads SaaS onboarding and implementation for employer and partner clients, including HSA and Notional account migrations. Builds partner relationships, conducts welcome and status calls, identifies risks, supports retention, advocates for customer needs, and improves processes. The role requires adaptability in a fast-growing environment and may evolve toward customer success or implementation management.
Summary Generated by Built In
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.
Serving more than 7 million clients and representing over $62 billion in assets, Inspira partners with thousands of employers, plan sponsors, recordkeepers, TPAs, and other institutional partners to help the people they support plan, save, and invest for a brighter future. Through solutions including automatic rollover services, health savings accounts, emergency savings, and custody services, Inspira is focused on delivering better outcomes for all. Learn more at inspirafinancial.com .
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.
Our growth and culture haven't gone unnoticed -- we've been recognized on Crain's Fast 50 and Inc. 5000 for remarkable growth, and named to Built In's 2025 Best Places to Work and Gallagher's 2022 Best-In-Class Employer for our workplace culture and benefits.
Don't meet every single requirement? That's okay. We know growth comes from people who are willing to learn and challenge themselves, not just check every box. If you're energized and inspired by meaningful work, continuous development, and being part of a team that turns collective effort into real impact, we want to hear from you. We look forward to receiving your application.
Our office locations are designed to bring people together, foster collaboration, and build meaningful connections. While some roles are based at one of our office locations, remote status and role locations are subject to change, and relocation is not provided.
Job Summary & Responsibilities
The Senior Onboarding Specialist - SaaS will play a critical role in supporting Inspira's partner and employer onboarding processes through its SaaS Operating model. They will manage relationships with Inspira's Platform Partners / Tenants. They will support onboarding and welcome calls for clients of host partner/tenants, facilitate bulk HSA and Notional account migrations, and collaborate with the team to ensure successful partner implementations. This role is dynamic and adaptable, providing exposure to different areas of our business as we grow.
The ideal candidate is curious, flexible, and ready to grow with our business as we expand our SaaS customer base. This is a fantastic opportunity for someone eager to learn and thrive in a fast-paced environment where change management and ambiguity are part of the journey!
  • Employer Onboarding & Implementation:
    • Lead the CDH benefit (HSA, FSA, HRA, etc.) implementation of employer onboarding for SMB and Mid-Market clients through our strategic partners.
    • Manage bulk HSA and Notional migrations, ensuring seamless transitions for employers.
    • Collaborate on partner implementation projects, contributing to the ongoing success of First Dollar's platform.
  • Customer Success & Relationship Management:
    • Build and maintain trusted advisor relationships with partners and employers.
    • Ensure partners maximize value from our platform by understanding and advocating for their needs.
    • Mitigate risks and prevent churn by identifying issues early and leading mitigation efforts.
    • Function as the voice of the customer, providing internal feedback for product improvements.
    • Lead ongoing status calls and develop strategies to improve client health and satisfaction.
  • Change Management & Process Improvement:
    • Adapt to changing responsibilities as we scale, pivoting towards a dedicated Customer Success or Implementation role as needed.
    • Continuously identify opportunities to enhance internal processes and the overall client experience.

Preferred Qualifications
  • 5 years of client service or relationship management experience in a fast-paced environment, including working with institutional advisors or managers
  • Strong relationship and communication skills, applied to both internal and external clients
  • Proven ability to prioritize, multi-task and complete tasks within specified timelines
  • Ability to solve complex issues, both independently and in a collaborative team environment
  • Ability to make timely and accurate decisions
  • Strong follow-through and follow-up skills
  • Proficiency with Microsoft Excel, Word (including mail merge) and Outlook
  • Ability to maintain the highest quality of service and professionalism
  • Detail-oriented, organized, and dependable
  • Deep experience with Consumer Directed Health Benefits and regulations
  • College Degree preferred

What We're Looking For
  • Adaptability: Comfortable with ambiguity and the evolving nature of a scaling startup.
  • Curiosity: A naturally curious person who thrives on learning new things.
  • CDH Experience: Experience or interest in Consumer Driven Healthcare (CDH) or adjacent industries.
  • Relationship Management: Interest in building and managing long-term client relationships.
  • Implementation Interest: Eagerness to contribute to implementation processes for enterprise partners.

Why You'll Love Working Here
  • Become part of a fast-growing company that's changing the future of healthcare benefits.
  • Gain broad exposure to customer success, implementation, and relationship management in a hands-on role.
  • Grow your career in either Customer Success or Implementation Management based on our business needs and your interests.
  • Join a supportive and collaborative team committed to your success.

Compensation & Benefits
$75,700-$90,000 per year

Skills Required

  • Five years of client service or relationship management experience in a fast-paced environment
  • Experience working with institutional advisors or managers
  • Strong internal and external relationship-building and communication skills
  • Ability to prioritize, multitask, and complete tasks within specified timelines
  • Ability to solve complex issues independently and collaboratively
  • Ability to make timely and accurate decisions
  • Strong follow-through and follow-up skills
  • Proficiency with Microsoft Excel, Word including mail merge, and Outlook
  • Ability to maintain a high quality of service and professionalism
  • Detail-oriented, organized, and dependable
  • Deep experience with Consumer Directed Health Benefits and regulations
  • College degree
  • Adaptability in an evolving, ambiguous, scaling startup environment
  • Experience or interest in Consumer Driven Healthcare or adjacent industries
  • Interest in building and managing long-term client relationships
  • Eagerness to contribute to enterprise partner implementation processes

What the Team is Saying

Hugh
Rachel Nielsen
Albert
Rebecca Karnoscak
Lauren Previs
Oliver Siafa

Inspira Financial Compensation & Benefits Highlights

  • Healthcare Strength — Health coverage is described as solid, with medical, dental, and vision plans alongside robust HSA/FSA/HRA options. Feedback suggests the breadth of health-related offerings is a clear strength even if overall experiences vary by team.
  • Retirement Support — A 401(k) with company match is consistently highlighted in employer materials and employee commentary. Feedback suggests retirement benefits are a standout component of the total package.
  • Leave & Time Off Breadth — Time-off provisions include PTO, paid holidays, volunteer time, and paid parental leave. Feedback suggests these policies support work–life balance, especially in tandem with remote or hybrid arrangements.

Inspira Financial Insights

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The Company
HQ: Oak Brook, IL
1,934 Employees
Year Founded: 2000

What We Do

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.

Why Work With Us

Inspira Financial is a leading financial services company offering specialized financial wellness solutions to employers, institutions, advisors, and individuals.

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Inspira Financial Offices

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Employees work remotely.

Typical time on-site: None
HQOak Brook, IL
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