Plugin feasibility - Remote API and Dynamic dropdown list

Hi everyone,

I'm new to inDesign plugin development, all I have accomplished so far is going through the tutorial and reproduce the Write Fish Price plugin sample.

I would like to create a plugin that:

1. Asks for credentials to a web API.
2. Connects to that API.
3. Suggests a list of documents available via the API (those documents include content as text and images).
4. Creates a new inDesign document and copy over the content based on the selected document.

I have a few questions related to that:

• Can a drop down list be created dynamically, based on the list of documents that would be available from the API?
• Can 1 plugin have 2 dialogs window (Login to API, Selection of document)?
• Can a plugin access remote services (I would assume this will just require some C++ code on my part)?
• Is all this feasible?

Also I find it pretty difficult to navigate through the documentation, and find the information I need, is there a good place to start? For instance where can I find information about how to add items to a drop-down list dynamically (is it's even possible).

Please let me know if you have any pointers.

Thanks in advance for your help