Build it — add tracks from your library with the search box; each gets a memory slot on the pedal. Order is slot order, so drag rows into the order you want to reach them. Save a playlist to come back to it.
What goes across — tracks are converted to the pedal's format on the way out — your library keeps the master untouched. Print / Save PDF under the playlist gives you a slot-by-slot sheet to keep by the pedal.
Connecting — Connect a looper… asks for the pedal itself — the device at the top of the file dialog (BOSS RC-5), not a folder inside it. TrackWise looks for ROLAND at the root.
Fill — Overwrite from 1 renumbers the whole playlist from slot 001, replacing whatever is there. Fill gaps, then append keeps what is on the pedal and uses free slots first.
Which browser — Chrome or Edge on a desktop can write to a pedal and erase slots. Other browsers can read one — the playlist and the download still work, and you drag the files across in Finder.
Write or download — with a looper connected, Write to pedal sends the playlist straight into its slots. Without one, Download .zip gives you the same files, named by slot, for a manual drag.
The User Guide above covers the whole app, including export.