Jennifer Stewart

Technology & Productivity Trainer

Jennifer Stewart is a Technology and Productivity Trainer, entrepreneur, and the owner of Gateway Productivity, where she patiently helps individuals and small businesses simplify their digital world and work more efficiently. Since launching her first business in 2011, Jennifer has been dedicated to reducing technology frustration and creating “lightbulb” moments that make her clients’ lives easier and more productive.
 
Her career began in a corporate financial management firm, where she realized her passion for making a meaningful difference in people’s lives. That realization led her to entrepreneurship, starting with professional organizing before quickly transitioning into technology training and productivity consulting — a niche that better aligned with her strengths and passion for teaching.
 
In 2016, Jennifer co-founded Gateway Productivity, a partnership focused on helping clients improve workflows, optimize processes, and confidently use their technology. After navigating partnership changes and rebranding, she continued to grow the business independently, building a reputation for her client-centered, highly customized approach.
 
Jennifer is known for her patient, step-by-step training style and her ability to tailor solutions to each client’s unique needs and learning style. From reducing email overwhelm and organizing digital files to improving productivity systems, she empowers clients to feel confident and in control of their technology.
 
Beyond one-on-one and team training, Jennifer extends her reach through speaking engagements, online content, and her “Tuesday Tech Training” video series, where she makes technology accessible to a wider audience. Her mission is simple: to remove the stress and confusion from technology so people can focus on what matters most — doing their best work and living a more balanced life.