Bailey is sooo adorable!!! I'm sure he'd love a playmate, there are plus points to now
and later. If you get a playmate now you can get all the training done at once, they keep each other entertained(giving you a break once in a while!) and they bond really quickly with a lot fewer jealousy issues! If you get a buddy later then your newbie will learn a lot from Bailey, you don't have two lots of 'accidents' to clean up and your newbie can have all of Baileys outgrown outfits/collars/harnesses etc etc. cutting down all your initial costs!!!
Good luck with your decision!