@marketplace
Jason,
Two things to try first.
1. Login as a VENDOR by using the WooCommerce my-account page to login. (by default, the url is yoursite.com/my-account)
Do NOT login using the buddyboss modal/special login form.
Test and see if you can add images if the vendor logs in using the my-account page.
2. If not, install the plugin Really Simple SSL https://wordpress.org/plugins/really-simple-ssl/ . Run through the options in that plugin to secure all of the content on your site. Test. See if the image upload works properly.
Let me know how this testing goes, please.