Log start and per-entry timing for each WorkTracker phase

[jp-spotter]

Every WorkTracker phase now logs a start line and a timed end line:

→ Fetching COLUMN data
✓ Fetching COLUMN data (12.3s)

One hook in WorkTask.__enter__/__exit__, so it applies to every tool that uses the tracker;
failed phases log ✗ … failed after Ns. A long run narrates itself instead of being a black box,
and the per-phase timing doubles as a free profiler.

Correctness detail: it logs each entry's own duration, not the cumulative self.elapsed — the
metadata command re-enters the same task once per org, so cumulative would be wrong. Rich markup and
indentation are stripped for clean log lines.

Rides the existing logging config (console INFO + persistent .logs/). No behavior change beyond
the added lines. Tests in tests/test_progress.py cover start/timed-end, the per-entry re-entry
duration, and the failure path.