logging is enabled as anything else in web2py.
just start the scheduler with 
web2py.py -K appname -D 0
to enable the DEBUG level.
Of course logging.conf must be configured to allow DEBUG messages to be 
printed in the console.

BTW: *Error cleaning up* shows up usually when the scheduler can't act on 
its own tables. I've seen that happen with SQLite without WAL and multiple 
workers, because of the well known problems related to SQLite concurrency, 
but never on a "production-ready" backend. That's why I asked for what db 
is used in that app. 

-- 
Resources:
- http://web2py.com
- http://web2py.com/book (Documentation)
- http://github.com/web2py/web2py (Source code)
- https://code.google.com/p/web2py/issues/list (Report Issues)
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