Looking for Ecommerce / Woocommerce Plugin for Checkbox Digital Product Builder?

I was hoping someone knows of a plugin that will do what I need to accomplish. Currently we’re using woocommerce so something that works with that would be ideal. If no such animal exists – then I’m open to other suggestions!

What we have as a product is a document – and you pay by the section. So ideally I’d love to have a page listing of each section (over 150 available) with a checkbox next to each one. So the customer could check off the sections/products they want included in their final document and have it calculate the totals. I’d also like to have dynamic pricing rules where I can say these 10 are included plus add 5 more of your choice for this price point. Then if you add more than 5, then additional items are at this rate. I actually don’t need pictures for each of these sections either – just the text section title.

And in a perfect world it would give a little update next to it that says – hey – if you choose 3 more sections then you qualify for our largest upgrade.

Has anyone heard of a plugin/solution that would accomplish this one?
Thanks so much in advance!