Where? I can manually select listings to send offers to watchers, but I see no way to automatically send offers to watchers; it has to be initiated manually.
Yes, you set the offer manually, but eBay automatically sends it to all watchers and future watchers. Even if someone clicks on add to watched list, and deletes it, they will get the offer too. So, we are disagreeing on terminology here.
I've done it dozens of times without any special software.
I consider that process to be automatic, or perhaps semi-automatic.Edited to add from the eBay selling FAQ:
Automatically send offers
You can save time by enabling offers to be sent automatically to interested buyers. After you send an offer, you can change the settings for your automatic offers by going to Offer Settings within Active Listings. Here you'll be able to:
Enable or disable offers from being sent automatically
Adjust the automatic offer amount
Turn on or off counteroffers
Change your message