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Displaying items and info realtime from Airtable

Hi all!

Been working with Webflow for the past week and I am super impressed by its capabilities.

I have been working on a website which will feature some design contests (like 99designs.com for example).

I have everything ready in Webflow and Airtable via Zapier (users can submit detailed requests and designers can upload designs).

However, I run into a problem on keeping the contest up-to-date. How can I link an uploaded design to and existing contest and display the designs immediately?
I also would like to update some info on the contest (like how many desigs have been submitted, how much time until deadline etc).

I struggle to live update the CMS and to upload images to an existing item.
Can anybody help on how to tackle this?