Hi Leslie! It is definitely possible. Just take the filling out of the freezer maybe an hour before you are going to bake. Then I would take the cookie dough out of the fridge about an hour before baking. That way, the filling is not rock solid when you go to bake. Enjoy!

Hi Kathy! Thank you for the feedback. Glad you enjoyed the flavor. Good idea with softening and then chilling the butter!

Hi Hailee! I am so thrilled that you enjoyed these cookies! They are completely worth every second. Thank you SO much for taking the time to rate and comment. Enjoy those cookies! 

Mine were a little more dense then pictured, but absolutely no complaints were heard. I think next time I would actually make them smaller and  pinch the dough around the filling instead of sandwiching it. I experimented with one this way and it was a little prettier and more bit sized. 

All that being said, this is a great recipe. While this is a little more labor intensive than some cookie recipes, it was a million percent worth it!