Training Lead (Remote)

Sorry, this job was removed at 02:17 p.m. (CST) on Saturday, Sep 06, 2025
Hiring Remotely in Chicago, IL
In-Office or Remote
Fintech
Inspira Financial's innovative financial wellness solutions help people plan, save, and invest.
The Role
Join Us!
Take the next step in your journey at Inspira Financial. You will help businesses and individuals thrive today, tomorrow, and into retirement. Become part of a company that is people centric and client obsessed in every interaction; a community of forward-thinking individuals focused on driving results to deliver our mission with an unwavering commitment to integrity. Join us as we strengthen and simplify the health and wealth journey -- relentlessly pursuing better outcomes for all. 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? Here at Inspira Financial, we believe there is no "perfect" candidate and want to encourage applying even if all the requirements listed aren't met. Our goal is to build an authentic workplace by valuing diversity in our candidates. We work to ensure that our team reflects the diversity of the businesses and clients we serve. We are always looking to expand our growing team with dynamic and enthusiastic individuals. If you enjoy a collaborative, fun environment that champions career development, Inspira Financial is the place for you! We look forward to receiving your application! Check out this Inspira Financial video to learn more about our company!
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
This position is responsible for developing a training program for new hires / onboarding as well as ongoing training throughout the year. The Trainer position assists in the development, review, and updating of all internal policies, procedures, and desktop procedures. Through verbal and written communications, the individual in this position develops, strengthens, and maintains a positive relationship with our agents, team members and vendor partners. This role may also assist with answering calls on high call volume days. Lastly, the incumbent will work closely with the management team and the Training Department on refresher training and any training gaps.
Work closely with the Senior Director of the team in the training and development of the client service teams. Activities include, but are not limited to:
Train team members and identify training gaps and determine appropriate training solutions. Work directly with staff on any additional training and address any ongoing training/ coaching needed
Create job manuals/ aids and other training materials, ensuring they are up to date at all times
Work collaboratively with Training Department to create training and tools where needed to address training issues. This includes UAT testing/feedback prior to implementation
Design and testing of new product offerings and new software applications
Maintain a positive work atmosphere with the team and internal departments
Assist in developing, updating, reviewing, and testing internal Procedures and Desktop Procedures
Maintain a professional approach to client service, consistent with Inspira's protocol and service levels
Recommend and implement ways to improve efficiencies
May facilitate meetings with partner areas or within Department
Ability to collaborate with Training department to design, develop and evaluate training programs and tools
Other duties as assigned.
Preferred Qualifications
Years of Experience: 3-5 years of experience . Degree: Bachelor's Degree in Business, Communication, or related field . Certification: CISP preferred . Skills & Abilities: Strong working knowledge of trust accounting system
Energetic, client service focused individual
Possesses strong written, verbal, time management, presentation, and communication skills
Able to apply relationship building skills to internal and external clients
Has strong computer aptitude; proficient in Microsoft suite of products
Display timely and accurate judgement/decision making
Strong problem-solving skills and ability to multi-task
Is detail-oriented, organized, and dependable
Strong analytical and innovative skills
Ability to maintain the highest quality of service and professionalism
Possess a positive attitude and be able to perform well in a collaborative team environment
Understanding of effective teaching methodologies/tools and ability to adapt training to individual needs
Willingness to keep abreast of new techniques in training solutions
Ability to collaborate with Training department to design, develop and evaluate training programs and tools.
Working knowledge of InContact and Salesforce/Service Cloud preferred
Bilingual language skills a plus
Compensation & Benefits
$25.00/hr-$30.75/hr

What the Team is Saying

Albert
Rebecca Karnoscak
Lauren Schulz
Hugh
Rachel Nielsen
Oliver Siafa

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The Company
HQ: Oak Brook, IL
1,537 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
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