So I ran into this issue before and was able to get it fixed by using the get POT from the admin side of WordPress.org. However, with this plugin when I make the POT file it doesn't have the plugin description inside it. Any ideas why this would be happening?
The code for the plugin can be found here: https://github.com/pderksen/WP-Stripe-Checkout
You can see I added the Text Domain and Domain Path plugin headers as well.
Thanks for any help!