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Sites should read a json file describing the structure of the site, written by lambda/backend side of the app. The metadata is called content.json and has a hierarchy. Adjust the image slider code so it reads this content.json

Lambda app should respond to an s3 event that dir structure containing images has changed.

This guide explains the source and steps http://docs.aws.amazon.com/lambda/latest/dg/getting-started-amazons3-events.html and http://docs.aws.amazon.com/lambda/latest/dg/walkthrough-s3-events-adminuser.html

Expect the event to have the format http://docs.aws.amazon.com/AmazonS3/latest/dev/notification-content-structure.html but all you need is the bucket name (well maybe 1-2 more like region).

Write a metadata file in json that reflects the structure of the dir tree, in alphanumeric order. For example:
sculpture
sculpture/2_angel.jpg
sculpture/1_duck.jpg
paintings
paintings/1_amywinehouse.jpg

resulting json:

{
"categories": {
  "sculpture":[
    "1_duck.jpg",
    "2_angel.jpg"
  ], 
  "paintings":[
    "1_amywinehouse.jpg"
  ]
}
}

For now don't worry about the case when a user loads 1000 images. The script will run 1000 times, which is fine.
Write documentation on how a developer can set it up (bucket names / iam permissions), using http://docs.aws.amazon.com/lambda/latest/dg/getting-started-custom-events.html as a reference

How cool would it be if you could just write markdown and have it build pretty pages?

There are a number of possible approaches. Look at https://github.com/jekyll/jekyll and jekyll-bootstrap. Unfortunately, IIRC these are ruby, so they cannot be run from lambda (which requires js/nodejs). Though the deploy script could trigger this, a js implementation is preferred.

The repo will have nodejs app to be run in Lambda that will resize images and write metadata json that the frontend will read.

Deploy scripts should pull down git code to current dir where image directory trees are (ie Dropbox folder), and sync code and images to s3. Deploy scripts should not be in git, just samples.