A:AnswerClip Jam does not have built-in Bluetooth, but you can plug a Bluetooth transmitter (about $25 or so) and plug it into the headphone jack to connect to Bluetooth headphones.
A:AnswerI'm not familiar with Mac, but I would assume it will plug and play like it does on my PC. That's how I do most of my editing. On the PC. DerrikV
A:AnswerUp to 2,000, according to the user manual and the box. It depends on how high quality the files you are listening to are. However, there is a microSD card slot for memory expansion, too.