Hi gryffin,
There are many excellent operators on Grand Cayman, those that have already been mentioned in this thread are among them. I have personal experience with Wall to Wall and give them my highest recommendation. My wife and daughter did their OW training with W to W. They have 2 beautiful boats and a larger staff, perhaps giving them the flexibility to address your special needs, including personal attention.
Regardless of the operator you choose, I would suggest deciding on your needs and arranging for them in advance. It is not clear to me whether you would benefit from additional, personal instruction yourself, or, whether you and your husband simply need or want a personal guide for you dives. The former seems to be the case from what I gather. Your previously described equalization, weighting, and mask leaking problems may be best addressed one on one. Though it may seem obvious, maybe your mask does not fit well. My wife had some initial issues/fears when she was first certified, Wall to Wall helped measurably in dealing with them. My wife became a confident, skilled diver and we enjoy diving together whenever possible.
Best of luck, Cayman is a great place for less experienced divers, with such forgiving conditions.
Good diving, Craig