I play online with strangers a lot, and I’ve found it necessary to have a ruleset with as little ambiguity as possible. OD&D is fraught with ambiguity and this makes it frustrating to run online, as the two solutions are to either create a house rule document that no one will read, or waste most of the first session just resolving issues in the base ruleset.
On the other hand, playing OD&D this way really shows how other people perceive the rules, and highlights its unique positives and negatives.