I want my images to be placed right after the text they relate to, because I want my readers to be able to review all visuals before moving on to the next paragraph. This is why I favor text representation such as Medium, where images are first-class citizens used to enhance descriptions, and are not treated like an afterthought or text appendix. When creating task descriptions, I frequently needed to include screenshots from the live website or from a prototyping tool to better explain what needed to be done, so I used OneNote (note-taking tool from Microsoft) or good old-fashioned emails (add text, images, files — everything kept within a single message). OneNote, despite its simplicity, didn’t work all that reliably for document sharing, so once I discovered Dropbox’s Paper two years ago, I instantly switched to it.
Eventually, I realised that what I wanted was to use a mix of Paper and Github, so a “single task at a time” interface with rich task descriptions, along with category/people assignment features. So we created Treenga. Tasks are grouped by categories (tags), which can be hierarchical and represent your project structure, or be designed around task attributes such as milestones or urgency.
Implementations details: about 1 year of development time (with multiple core-feature modifications), PHP (Laravel), Vue.js (Element component library).
Try it, we create a sample team upon registration, so you can easily understand how it behaves.