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Software Trainer

Bridgeway Benefit Technologies
CompanyBridgeway Benefit Technologies
CategoryEngineering
LocationRemote
RemoteRemote
EmploymentNot stated
LevelNot stated
SalaryNot stated by the employer
Posted27 Jul 2026
Last verified30 Jul 2026
SourceEmployer career page (greenhouse)
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Description
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: Take full ownership of customer-facing training, serve as the primary owner and point of contact for all training engagements. Approach the product with curiosity and confidence, proactively learning its functionality and complexity, including customer-specific configurations well enough to independently build and facilitate a training curriculum for both internal teams and external customers. Play a crucial part in guiding learners through our curriculum. Using clear and concise language, develop and maintain training materials, including e-learning modules and exercises. Write and maintain clear, well-organized job aids, quick-reference guides, and process documentation that customers and internal teams can use on their own. Collaborate with leadership to enhance the curriculum based on industry trends and customer feedback. Collaborate with product managers and subject matter experts to understand the software's functionality and its relevance to the Taft Hartley domain and continuously improve the training curriculum and materials. Train new customers on the proper use of our software, both virtually and by visiting customer sites across the U.S. Consult with customers and internal teams to plan, develop, and deliver customer-specific training based on customer software configurations or other focused key areas within the scope of the project. Manage customer training schedules and deployment of training sessions with various customer accounts. Facilitate tailored training programs for external clients, ensuring they can effectively navigate and utilize the software for their Taft Hartley needs. Ensure that training sessions are interactive, engaging, and effective in imparting knowledge and skills. Monitor user progress and gather feedback through these plat
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Software Trainer — Bridgeway Benefit Technologies · Job Opportunities API