You really take your chances with a puppy. Some turn out, some don't. Truly, ALLLLLL puppies are cute.
If it were me, I'd be looking at the parents first and the puppies second. What do the parents look like? Stacked photos? Any grandparents you can view? What about grown pups from earlier litters? Relatives? If you like the parents, you will likely be pleased with how your puppy turns out.
What about health testing? Are the parents lines clean of LP? Legg Perthes? PRA? Personally I'd want to see, at the very minimum, OFA hips and knees on a breeding/showing prospect. A CERF (for eyes) would be great to have as well.
Look at the pedigree. Is it a hodge podge of kennels? Is there some line breeding? How many dogs were shown? A champion 3 or 4 generations back doesn't mean much. I'd want to see a strong pedigree with some good strong dogs on both sire and dams side.
Look at the breeder. Do they show? Health test? Belong to any local clubs? Are they 'involved' in the dog world? Or are they off in their own little world just churning out puppies and calling them 'showable'.
Do they require a co-ownership? What questions are they asking YOU. A top notch show breeder isn't going to just hand over a nice quality show dog to anyone. You will be interrogated. References checked. You probably won't get a female. You may have limited registration until the breeder revokes it and gives you full ownership. There may be strings attached. Research the breeder as well.
Have you gotten a referral to a local show breeder? The internet can portray any kennel as 'repubable' and clever photographers can make any puppy look cute. I would start by contacting the CCA (chi club of america) and looking at their referrals in your area. Then maybe contact a local all breed club and get more referrals. Toy dog clubs can also help you out as they will all know each other. Don't go by pics on the computer. It's an easy way to get taken.
Find a breeder who is willing to mentor you. Someone who wants to help you out. That's really invaluable. Cultivate a relationship with this person. They may not have your puppy right now. But perhaps 6 months from now, something will come along. Don't be in a hurry.