$159!
History
In 1981, a little-known company called Central Point Software released a nibble copier for the Apple ][ called Copy ][ Plus. Overnight, it shook up the industry. Never before did a user have so much control over the data on their machine. Copy ][ allowed the user to do anything from file management to making perfect bitwise copies of copy protected software diskettes.
Copy ][ was a massive success. In 1983, Central Point released a similar utility for making disk copies on the IBM PC called, aptly, Copy II PC. It was a vast improvement over the DISKCOPY command that was shipped with DOS. But, it could only do so much, due to the IBM PC's floppy controller hardware being asymmetric in nature (it can read much more information from a disk than it can write). Hence vendors would custom-format floppies to put information in the readable but not writable area, making it uncopyable by the IBM PC hardware.
Enter the Copy II PC Deluxe Option Board. Released in 1986, it is probably one of the most unique pieces of hardware ever produced for the PC platform. It is a simple board that is installed in between the floppy disk controller card and the floppy drive. Its function? To place the floppy drive completely under control of the Transcopy software that it shipped with, enabling the drive to do everything that the protection vendors were counting on PC drives _not_ being able to do.
Central Point charged $159 for the Option Board when it was released, and the boards flew off the shelves faster than they could make them. Central Point was an overnight household name in geek circles. When vendors released new protections, Central Point issued updated Transcopy software to handle the new schemes.
edit: They also purposefully removed some functionality in later releases due to pressure from the companies whose software was broken by the Option Board. Thus earlier versions of Transcopy may copy software that later versions will not. Thanks Trixter.
Nearly immediately, the PC diskette protection business came to a grinding halt. How could you make a profit when it's costing people practically nothing to completely undercut your business? Protections shifted from disk-based schemes to documentation checks, serial numbers, registration keys, and port dongles. By 1990, nearly all diskette-based copy protection had disappeared forever.
The result was disastrous for Central Point. Demand for the board ceased once new software no longer had disk-based protection. In 1989, Central Point stopped manufacturing new Option Boards, and in 1990 closed out the stock at $100 apiece. In 1993, Central Point (and its PC Tools and CP-Backup franchise) were swallowed by Symantec. The thrill ride was over.
Epilogue
One legacy remains today from the Option Board and from Central Point Software, the gutsy little software vendor who defied the desires of an entire industry, and against the wishes of its megacorporate brethren, gave users the power they wanted over the software they owned.
edit: Actually this isn't entirely true; in the end they caved into vendors' demands, and removed some capabilities from later versions of Transcopy, as Trixter points out. See this BBS post, sent by aw79 (thanks!)
If it weren't for the Option Board, we might still be dealing with keydisks and booters today. Who knows?
Of course, we still have media-based protections today that, while inconvenient, are easily defeated by commodity hardware. Any kid in the world with a decent CD burner can copy any protected disc out there. So the issue of protected software is almost not even an issue anymore.
The Deluxe Option Board will forever haunt vendors of copy protection malware; a marvelous feat of engineering and ingenuity that it was. Central Point saw a need for something, and in the truest of American tradition, fulfilled it, even having their legs broken for it.
The Option Board proved once and for all, and is still a reminder in the DMCA-threatened time of today, that no matter what draconian and proprietary barriers are put in its path, fair use will always conquer, as human ingenuity knows no bounds.