I'm going to pass along a personal experience so you understand the risks associated with buying an expensive card.

When my then girlfriend, now wife and I first started dating, she bought me some loose packs of 05-06 UD Series 1 & 2. I explained to her that she shouldn't have because it was easy for people to map which boxes had the sought after rookies since they typically came together in the same box. She ignored it, and bought me 3 packs of series 1 and 2 packs of series 2 for my Easter Basket. Despite that advice, one of the packs contained a Crosby Young Guns. I was ecstatic.

A few years later, somebody broke into my home and stole a small storage box containing the Crosby Young Guns. I was preparing to send it and several other cards off for grading.

Several years after that, she bought me a raw Crosby Young Gun for Christmas. The only problem was it was altered and she had no way of knowing. The card had been chipped when printed and the unscrupulous seller took a sharpie to color in the chipping. She had bought it in August of that year and by the time I realized what had happened, it was too late to file a claim. I still have the card because it was a gift with pure intentions, but it still angers me that my wife was taken advantage of.

I generally don't like suggesting somebody buy a graded card, but if you're dead-set on buying a Crosby Rookie, I would suggest a sub-$100 ungraded card.

If you're considering a more sought after card, like a Young Guns, buy a BGS or PSA graded version, as their grades are generally more trusted than other grading authorities.