Why can't I upload more than 5 images via csv file import?

Wow, some guys never miss the opportunity to SELL! SELL! SELL! (even when it isn’t the solution)

Here’s my suggestion - your .csv needs to conform to what Shopify expects. The easiest way is to get a blank one:

  1. Create your product(s)
  2. Select your product(s) and export the them to a .csv
  3. Fill in the blanks for the images you want (see attached .csv) - Image Src & Image Position are the most important in your case
  4. I just used Handle in my example, so make sure the Handle is filled in for each row of Image Src & Image Position. You can experiment using some other identifier
  5. Import that .csv back into Shopify, decide if you want to overwrite, etc.

The attached .csv pulls in 9 images, you can probably get more.