I'm looking to potentially implement some drag and drop functionality to my website. Property owners can add and delete images related to their villa rental property listing. They can select one image as a lead image which is the image that appears in search listings on tnhe site. I would like to use Ajax to allow ordering of the images using drag and drop and also just clicking on an image to make it th lead without having to click the form checkbox then press update.

Question i have is:

1. How difficult would this be to do? I have zero ajax experience and very limited javascript although i have written the site from scratch using php and mysql.
2.Could i use jquery to do this?
3. If i was to contract in someone to do it does this feel like a complicated piece of work or is it pretty straightforward for someone with the right skillset and if so is this a small piece of work?

Thanks,
Ewan