"Should" is used to indicate obligation, correctness or duty; in another sense it can indicate probability. Often equivalent to "ought" in most senses.
"Must" is stronger, and expresses obligation of necessity, of demand.
I can say "I shouldn't go, but I fear that I must".
Where does "debeo" fall on this spectrum? Can anyone else shed light? Can anyone say whether it implies the absolute obligation of "must" or just the moral or social obligation of "should" and "ought"?
Latin debeo definitely involves "obligation," and in its primary meaning, means "owe" (as in, to owe money or services). It sometimes means "destined for" (in the passive voice). I don't know that that helps us with our choice of English translations, though! (I'd go with "should" or "ought to", myself.)
For 'must' in its strictest sense you might want to use the passive periphrastic: http://dcc.dickinson.edu/grammar/latin/periphrastic-conjugations