If you like Jess's outfits, buy those and her. If not, 2 dolls is OK. (I know Jess and her items will almost certainly go up in value soon after she retires, but I don't buy things for their values, myself. If you don't want Jess to be an investment and don't like parts of her collection, I don't see a point in buying all of it.)

BTW, most the reviews I've read of Jess's kayak have been fairly negative, but some people like it.