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Training Lead; Remote

Remote / Online - Candidates ideally in
Oak Brook, DuPage County, Illinois, 60523, USA
Listing for: Inspira Financial
Apprenticeship/Internship, Remote/Work from Home position
Listed on 2026-02-16
Job specializations:
  • Education / Teaching
    Adult Education, Bilingual
Salary/Wage Range or Industry Benchmark: 80000 - 100000 USD Yearly USD 80000.00 100000.00 YEAR
Job Description & How to Apply Below
Position: Training Lead (Remote)

Overview

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.

Remote

Work & Location

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.

Job Summary & Responsibilities

Job Summary & Responsibilities

The Training Lead is a strategic learning partner responsible for delivering high-impact training experiences and developing best-in-class learning programs. This role combines expert facilitation skills with strong instructional design capabilities to support new hire onboarding, continuous development, and performance improvement across teams. This role leads the design and delivery of learner-centered programs aligned to business objectives, using data-driven insights and proven learning methodologies.

They also collaborate with cross-functional stakeholders to identify skill gaps, recommend targeted interventions, and help drive operational excellence.

  • Deliver engaging, inclusive training sessions across onboarding, upskilling, and refresher programs using best practices in adult learning and facilitation.
  • Design and develop training materials (e.g., guides, decks, videos, eLearning) using structured to enhance knowledge retention and application.
  • Conduct needs assessments and performance analysis in collaboration with leaders to identify gaps and recommend targeted training solutions.
  • Maintain and update all training documentation, including SOPs, job aids, and process maps, ensuring accessibility and version control.
  • Collaborate with internal teams on UAT testing, tool rollouts, and process changes by providing feedback and enabling just-in-time training.
  • Evaluate training effectiveness using feedback, assessments, and key performance indicators; iterate programs based on learner and business input.
  • Mentor facilitators and model best practices in training delivery and learner engagement.
  • Support operations during high-volume periods by assisting with escalated calls and integrating real-time insights into training improvements.
  • Promote a culture of learning that is inclusive, performance-focused, and aligned with company values.
  • Contribute to other strategic initiatives and department-wide projects as assigned.
Qualifications

Preferred Qualifications

Education & Experience

  • Bachelor’s degree in Instructional Design, Education, Business, or related field preferred
  • 3–5 years of experience in training, instructional design, or learning and development.
  • Professional certification in instructional design or training (e.g., CISP) preferred.

Skills & Abilities

  • Facilitation & Communication
  • Exceptional facilitation skills with the ability to lead dynamic, learner-centered sessions across in-person, virtual, and hybrid environments.
  • Clear, engaging communicator with strong verbal and written communication skills.
  • Instructional Design & Learning Science
  • Deep understanding of adult learning theory, instructional frameworks (ADDIE, Bloom’s), and learner engagement strategies.
  • Demonstrated experience designing inclusive, effective learning content.
  • Client Service & Relationship Management
  • Builds trust and rapport with internal and external stakeholders.
  • Maintains professionalism and a client-focused mindset in all interactions.
  • Critical Thinking & Problem…
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