This video will show you how to configuring your Roland TR-08 to send multi-channel output (individual isolated tracks for each drum) to Ableton Live using macOS Sierra.
Note: I speak slowly – recommend that those in a rush listen at 1.25x

This is the first in a series of video tutorials showing what can be done with The Roland Boutique TR-08 and Ableton Live.

0:33 - Download drivers & owner's manual PDFs. Install drivers.
2:48 - Configuring macOS Audio and MIDI Setup.
5:48 - Configuring TR-08 and Ableton Live.

Learn how to control various parameters on the TR-08 with Ableton -    • TR-08 & Ableton Live - Controlling Dr...