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Retirement and Wealth - Support Specialist Team Lead; Remote

Remote / Online - Candidates ideally in
Oak Brook, DuPage County, Illinois, 60523, USA
Listing for: Inspira Financial
Remote/Work from Home position
Listed on 2026-09-26
Job specializations:
  • Customer Service/HelpDesk
    HelpDesk/Support, Client Relationship Management, Technical Support, Customer Success Management
Salary/Wage Range or Industry Benchmark: 28000 - 34000 USD Yearly USD 28000.00 34000.00 YEAR
Job Description & How to Apply Below
Position: Retirement and Wealth - Support Specialist Team Lead (Remote)

Join Us!

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

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.

Remote status and role locations are subject to change, and relocation is not provided.

Job Summary & Responsibilities

The primary function of this role is to provide live, real-time assistance to support center specialists, which includes providing guidance in a digital work environment and being the first point of contact for all team members. Team Leads are also the first point for resolving escalated customer issues, which can include speaking to the account holder, researching the reason for escalation, owning the resolution, and providing feedback and recommendations to the business.

This role is also responsible for coaching/mentoring and refresher training of all members of the Support Department. This role will also involve providing feedback, conducting testing, implementation of new technology, software applications and product offerings. The Team Lead position assists in the review of all internal Policies and Procedures and training materials. Through verbal and written communications, the individual in this position develops, strengthens, and maintains a positive relationship with our account holder team members, and firm associates.

Duties & Responsibilities
  • Assist the Manager in monitoring activities of the Support team including but not limited to:
  • Providing front line assistance to the team
  • Being the first point for escalation and providing de-escalation coaching to team members
  • Coach the team to meet their quality and survey goals
  • Meeting established service levels
  • Coaching/Training team members, including providing feedback for mid-year and annual performance reviews.
  • Design and test new product offerings and new software applications.
  • Providing backup support for employees and managers
  • Maintain a positive work atmosphere with the team and internal departments.
  • Review and resolve complex account holder requests
  • Assist in updating, and reviewing internal Policies and Procedures
  • Guide Team members to utilize Digital Coach tool in their workflow
  • Manage escalated client…
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