Hi and welcome to the forum!
1) I don't recall exactly where I saw it, but I do recall a ruling that the acquisitions are not counted as career rewards, so it'd be the certificate and the fox. Since it wasn't given to you as part of the career, it was just your share of the loot.
2) I believe all of the dogs would need to come with him, but - how many cats is "several"? Remember, you can have up to 8 Sims, and up to 6 Pets, so long as the household total does not exceed 10. So if you already have 4 cats, you'd have an issue with the dogs.