Hello,
Sorry for the issues you are having with this.
I can help troubleshoot it with you.
Can you please confirm that you are completing the orders and tickets are then not sending.
In WooCommerce tickets the tickets only send after an order is completed. That is the way WooCommerce is built and we follow their standards.
There is this plugin to autocomplete orders if you like to have it setup that way:
https://wordpress.org/plugins/woocommerce-autocomplete-order/
Resending tickets
You can go to any order and in the Order Actions section you can select tickets and resave the order to send them. That will only show once an order is completed I believe.
Let me know about the first part and we can go from here.
Thanks