No, because normal people can read "l00l" as a number just fine and don't actually care if the underlying encoding is different. AI won't care either. It's just us on-the-spectrum nerds with our archaic deterministic devices and brains trained on them that get wound up about it. Designing a font for normal readers is just fine.
[delayed]
Normal readers know that capital "i" has crossbars on it.
Why design an intentionally ambiguous font? There is only downside to it.