App suggestions? - Adding branding options to garments for sale

AlexAlexAlex
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Im looking for a suggestion for how I can simply enable my customers to add choices on branding to items I sell, so they can do everything in once go and not have to email back and forth.

The scenario
Currently I sell tshirts, hoodies and other garments suitable for being screenprinted or embroidered. If a customer visits my site they can purchase all the garments they want, but then I have to communicate with them separately to get art files and invoice them for the embellishments. Is there an app that can facilitate these manual steps being something a customer can do at the same time they purchase?

Current setup
- Shopify is runs the website and payment capture.
- I am using the shopify app "Quantity Break & Tiered Price" for volume pricing.
- stock management, dispatch and reporting is run through Cin7

Requirements
There are some complex requirements which is where it gets tricky. Im looking for something that will make up a bundle or add items to the cart, as well as capture artwork from customers, and communicate it from shopify to my customer service team.
- embellishments are volume priced, eg more screen printing = lower cost per print.
- garments across multiple sizes and colours are also volume priced.
- customers should be able to select from available stock on hand only.
- minimum order quantities can be enforced. 
- screen printing has a one off screen setup cost on top of the per print cost, which is the same no matter how many prints are being done. 
- customers ideally are able to send files to me at the same point they are paying.
- customers can specify in writing or with a visual mockup where they want to place their art on the garment.

Does anyone have a similar setup? Or suggestions for a (simple) solution?

Any help would be greatly appreciated

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