In a medium bowl, mash the avocado. Add the tomato, jalapeno,cilantro, lime juice, salt, and pepper. Stir until fully combined. Set aside
Lightly season the chicken breasts with salt and pepper. Cut each chicken breast horizontally about 1 inch, do not go all the way through to the other side; just enough to make a small pouch in the chicken (see video above).
Stuff half of the guacamole mixture into each chicken breast. Wrap each breast tightly with 3-4 bacon strips. Heat a large heavy-duty pan on medium/high heat. Place bacon on the pan and sear 2 minutes per side. Place pan in the pre-heated for 15 minutes. Remove chicken from oven and allow to rest for at least 5 minutes before cutting.