@Rob *******
and that is gonna be between you, your employer, the immigration office you're dealijng with AND how much time is left on those covid extensions that are in the passports of the people applying.
You might get blow back trying to go from covid extensions on visa waiver entries to an in country Non-O visa based on being family members of a foreigner who legally works here
You're gonna hafta slog out to the immigration office with your family and someone from your employer to find out I'm afraid
AND
you wouldn't be able to start the conversion until you got your year extension (your 90 day Non-B & work permit isn't enough to get it started)