Hasselblad vs.1D?

[JKeena]

I am soon to be graduated photog major looking for a new camera with a budget of under $2000. All I shoot now is sports (skateboarding, biking) and fashion and I am looking to invest in something that will last me a while into the future. So it comes down to these criteria...
I am always shooting for my portfolio with nothing printed bigger then 11x14 in. I am reluctant to enter the digital world because I do not want to sacrifice image quality of prints. So first off, what MP rating is equal to 35mm and medium format for printing? I am not liking film do to paying for so much slide film, paying for developing, and driving over 45 minutes to the nearest lab. However, much of skateboard photography in the good mags isshot with medium format and with a fisheye. SO, I own a Canon 15mm fisheye which I use with my 35mm. I looked into the 20D but on that camera my 15mm becomes a 28mm!! No thank you! My next option would be the 1D (for under $2000, ebay) which my 15mm would stay under 20mm (i think, correct me if I'm wrong) but with 4.2 MP is that print worthy for "magazine size prints"? And the 1D still came with a CCD sensor and not a CMOS which I'm not too sure about. I also need to have a 1/250 sync speed. The other option is to stick with film and buy a Hasselblad 500($300 ebay) and a Hasselblad Fisheye 30mm($1000, ebay). But keep paying for film and processing...

Any suggestions would be greatly appreciated! I am totally in the dark here and need some guidance. Anyone shooting action sports with digital SLR have any ideas for me? Anything!! Please help! Thank you -Justin