It would sound highly unnatural to me.
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MrPedanticI wouldn't say "boss".This was the question, MrP.
MrP
AnonymousDoes your variety of English permit contraction here?No, if you consider I've to be a monosyllabic contraction, as it is usually considered. That's probably why "would've" is not considered a contraction in written English: no one really says "would've" as one syllable.
I have (I've) to be there before the boss tomorrow.