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Training Program Manager

June 23, 2026

If you’re curious, love helping people learn, and can turn complex software and workflows into clear, engaging learning experiences, keep reading! Grant Street Group is a growing SaaS provider to public sector clients. From tax processing to electronic payments, we build tools that help government work better. We’re looking for a Training Program Manager to own and evolve our training ecosystem for internal teams and clients. This person will define our training roadmap, lead and define projects from scoping through delivery, prioritize audiences and topics, measure training impact and success, and keep training aligned with product changes and operational needs What you’ll do:<div> <h4>Lead and maintain the training program:</h4> <ul> <li> Own the training roadmap across internal and client audiences. </li> <li> Build and maintain a clear training catalog so teams understand what exists, what’s next, and how training supports broader initiatives. </li> <li> Keep the training ecosystem healthy by updating, improving, or retiring content as needs change. </li> </ul> <div> <h4>Identify needs and set priorities:</h4> <ul> <li> Assess training needs and identify skill or knowledge gaps across teams and client groups. </li> <li> Prioritize audiences, topics, and formats based on business goals, risk, and impact. </li> <li> Manage a backlog of training requests and align stakeholders on scope, timing, and success criteria. </li> </ul> <div> <h4>Design and deliver effective training:</h4> <ul> <li> Design learner-centered training grounded in adult learning principles and real-world workflows, including train-the-trainer models, client-facing training, onboarding programs, or implementation training. </li> <li> Gather information from subject matter experts, documentation, and demos, then turn it into clear, structured content. </li> <li> Select the right delivery method based on the audience, goals, and constraints. </li> </ul> <div> <h4>Measure impact:</h4> <ul> <li> Evaluate training effectiveness through feedback, assessments, and performance indicators to determine what’s working and where to iterate. </li> <li> Share training metrics and roadmap progress with stakeholders, and use results to improve the program. </li> <li> Make plans, timelines, and status visible so teams know how to engage with training. </li> </ul> </div> </div> </div> </div> You might be a great fit if you:<div> <ul> <li> Are comfortable managing a complex, varied training roadmap and set clear priorities rooted in business needs. </li> <li> Love learning and ramp up quickly with new tools, systems, and domains. </li> <li> Synthesize information well and separate what learners actually need to know and how to present it. </li> <li> Communicate clearly and adapt your style to explain complex topics in simple, approachable language. </li> <li> Sweat the small stuff and care about structure, consistency, and quality. </li> <li> Are energized by improving existing programs and bringing fresh ideas to how training is structured, standardized, and scaled —and creating repeatable practices that make it easier for others to create and deliver great training. </li> <li> Are comfortable facilitating live sessions and adjusting in real time based on learner needs and feedback. </li> <li> Build strong working relationships and enjoy collaborating with subject matter experts, leaders, and peers. </li> </ul> </div> Qualifications:<div> <div>We expect a strong candidate to bring many, though not necessarily all, of the following:</div> <ul> <li>3–7 years of experience in corporate training, instructional design, or learning and development, ideally in software, technology, or another complex process environment.</li> <li> Experience owning or co-owning a training program or curriculum across multiple audiences and products. </li> <li> Demonstrated success in auditing, improving, and scaling an existing training program. </li> <li> Strong knowledge of adult learning principles and experience applying them in design, facilitation, and evaluation. </li> <li> Experience using an LMS, such as TalentLMS or similar platforms. </li> <li> Familiarity with e-learning design, content creation tools, and basic screen capture, image, or video tools. </li> <li> Proven ability to use data to measure training effectiveness and improve program design and delivery. </li> <li> Strong organization and time-management skills, with the ability to manage multiple projects and deadlines. </li> </ul> </div> Why work at Grant Street Group? We reward teamwork, professional excellence, and individual responsibility. Using the best collaboration tools available, we offer a technology-rich work environment that makes it possible for us to support on-site and telecommuting positions tailored to the needs of our employees. This is a remote position and may require working across time zones as-needed. We anticipate 10-15% required travel for on-site client trainings and annual company events. If you are passionate about your work, you have an entrepreneurial spirit, and you want to be on a team of exceptional professionals, then this could be the opportunity you are looking for! Expected Salary Range: $75,000 – $110,000/year Recruitment Fraud Warning: It has come to our attention that various individuals have been posing as Grant Street Group employees and contacting job seekers to schedule interviews and/or complete pre-interview screening questions. All legitimate Grant Street Group positions require completing an application on our website before an interview. When you are contacted by Grant Street Group, all correspondence will come from an email address ending in “@<a data-test-app-aware-link="" href="http://grantstreet.com/" tabindex="0">grantstreet.com</a>”. The hiring process usually takes several weeks and begins with a phone or video interview. Grant Street Group will not ask you to use any platform other than Google Meet or Zoom to conduct an interview. We will not ask you to make payments or to provide your date of birth, social security number, or banking details during the interview process. If you believe you have been a victim of recruiting fraud concerning Grant Street Group, please contact us at <a data-test-app-aware-link="" href="mailto:jobs@grantstreet.com" tabindex="0">jobs@grantstreet.com</a>.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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