I have been in Pleasanton for more than 30 years and have the Downtown change very little--
The Pleasanton Hotel used to be a meeting place for all ages--live music -wonderful dinners--Bill Laube did his best and was open to suggestions..
The Main Street Brewery is a good place for gathering, but Matt does not seem open to a variety of music suggestions--he needs to try music that will appeal to all ages..
The Castle Rock Restaurant in Livermore has been "open" to traditional jazz for the older folks, as well as music for different ages and races..
Pleasanton should be more open to the live music venues--
Barones is great for its age group--but we have many retirees who would value traditional jazz in this area..
You can't really "shop" in Pleasanton or Livermore in the Downtown area
In Pleasanton, its the mall--in Livemore-the outlets..
I just came back from Palm Springs where the "Downtown" restaurants are really alive at night with music (different styles)everywhere..