I think (think) that some of the skepticism may step from all the grandiose powerpoint presentations that most of use have seen all our lives surrounding one space program or another. I think for the most part it's healthy.
For example country X says "We're going to the moon by 20XX", releases a whole mess picturess/drawings and then has to change their plans due to funding and/or changes in leadership (wait, that sounds really familiar...). Another country says "Oh, yeah? We can do that too. We're going to go to the moon by 20XX!", and then the same thing happens. Space Station before 20XX, Mars no later than 20XX, etc and so on...
After a while it gets tiresome.
SpaceX deserves some props (and is finally getting them), by taking NASA's brain power, some government money, and taking some lessons learned from past successes (and failures); and with a bit more hard work this should pay off in the form of Dragon berthing to the ISS in a few hours.
I think (still thinking here) that much of the skepticism is earned by Elon announcing his long range views of the Falcon heavy, Falcon XX (the really big heavy lifter). Let's face it, he is not very good when it comes to public speaking, and to announce that "We will do this" is far different that "We want to do this". All on the order of a reduction in cost by X% of magnetude is worthy of some healty criticism. That being said, he is an extremely smart individual who has built a pretty good team to work toward the vision.
I'm not a huge SpaceX cheerleader (not a hater either), but I wish them all the best. Same for Orbital, Bigelow, Virgin Galactic and the others. If space can be made affordable to where I can take a short vacation in an orbiting hotel before I die, it'll be done by private firms, not government entities.
For now, I'll be happy to watch the livestream of the docking soon. And here's to looking forward to the (probably) soon to be created thread for Falcon flight #4.
edit-
Speaking of which, the live streaming has started.