I can’t think of any cons, it’s all pros for me! The only way it wouldn’t work is if you didn’t get on with your confessor/SD, in which case why would you still be going to him?!
In terms of practical advice/experience:
I also meet my SD once a month. I like to confess every 7-10 days-ish so in between I go to someone else ( I don’t have a fixed ‘someone else’ but there are 2-3 priests locally I would usually go to). With the in between confessions, I just accept whatever advice they give me and carry on; it has never conflicted with anything ongoing with my SD but if that were to happen then I would bring it up with him at our next meeting and, depending on time/person possibly discuss it with the confessor at the time as well. Like I say, it’s never arisen. I
have been given advice in confession that I thought was inapplicable to my situation or once just plain wrong, and I did discuss it with my SD, but on that occasion it was so obviously wrong that I wouldn’t have followed it even if I had no SD. Generally, though, I know the priests I confess to and they are all orthodox and well-informed and great, holy men. They obviously have different personalities and approaches to spirituality but I can’t imagine that they would recommend anything really conflicting.
As a previous poster said, I do sometimes have to have conversations with my SD which are the equivalent of those annoying plot devices in badly written books where one character tells another one something they blantantly already know so that the reader is informed, i.e. even though I know that he knows what my sins are, so that he doesn’t break the seal I say things like 'You may not remember but last time I mentioned that … ’ and then I’ve talked about it outside of confession and we can go on to chat about whatever it is. It’s long-winded but saves bother
Also, we make sure that the confession is clearly distinguished from the rest of the SD session so we both know what we can talk about if we meet in between sessions (he’s a Dominican friar and I’m a Lay Dominican so we do tend to see one another around). For us that means that, even though we’re still face to face and not in a church, he puts a stole on, I kneel and he starts with a blessing. Then we know what’s what and what’s not
