With over 7 years of experience in data handling and processing, I can confidently say that transforming your static decision tree diagram into a dynamic one in MS Word is well within my wheelhouse. Despite the apparent simplicity of the task, executing it correctly requires an astute understanding of MS Word tools and their functionalities. Having used MS Word extensively throughout my career, including for tasks like this one, I am more than acquainted with implementing dynamic features like checkboxes and conditional responses.
More than just creating a functional dynamic decision tree, I also understand the underlying aim - to optimize user experience by streamlining interactions. Consequently, I will not only ensure that your 'Yes' or 'No' choices have corresponding checkboxes but also fine-tune the document so that a user's selection on one question automatically updates the subsequent questions, as per your secondary requirement.
Furthermore, my commitment to unlimited revisions ensures your complete satisfaction with the final product. My quick turnaround and 7-day availability would also mean that we can wrap up this project promptly without any unnecessary delays. Let's talk further about how we can turn your simple decision tree into something interactive and useful!