Posted Aug 20, 2026

Software Trainer

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Bridgeway Benefit Technologies is seeking a Software Trainer to join our growing Professional Services organization. As a Software Trainer, you will be responsible for creating and conducting interactive classes for our customers using our proprietary enterprise benefits administration software. This software handles the calculation and processing of benefit funds, eligibility, claims, and pensions for the Taft-Hartley industry. Join our team and become a product subject matter expert while contributing to the development of eLearning content, and collaborate with all levels of the business to achieve our goals and enhance the customer experience.

We're looking for a driver to take real ownership of customer-facing training, to allow our Business Analysts to step back and focus on core analysis and configuration work. That means the right person will need to be confident learning a complex, highly configurable product largely on their own, asking the right questions, building genuine expertise, and turning that knowledge into a training curriculum they can create and facilitate for both internal teams and external customers. Because the software and our clients' configurations rarely fit neatly into simple rules, this role calls for someone who is comfortable thriving in the gray areas, not just the black and white.

The successful candidate will be responsible for creating and delivering a comprehensive training curriculum to Bridgeway clients. This position requires a combination of Taft Hartley industry knowledge and software training experience. This candidate must have the ability to successfully deliver synchronous live training sessions and be comfortable deploying trainings with customers using virtual meeting rooms such as Teams and Zoom.  Additionally, we are looking for a seasoned trainer with professional interpersonal skills who can adapt their delivery of training content to meet the varying skill levels and technical aptitude of our customers.

This is a remote position, with travel approximately 25% of the time within the U.S. and Canada. East Coast candidates are strongly preferred.

 

Key Responsibilities:

Requirements

Bridgeway is an Equal Opportunity Employer.

Requires 3+ years delivering technology training to adults, curriculum development, a related bachelor's degree or instructional design knowledge, software training, technical writing, and strong communication and presentation skills.

Key Responsibilities

Skills & Tools

Microsoft Teams, Zoom

Job Details

About Bridgeway Benefit Technologies

A provider of benefits administration technology, software platforms, web portals, and hosting solutions for the Taft-Hartley community. — Industry: Information Technology