One of the cheapest places to buy software is eBay, where merchants sell programs that come directly from manufacturers, saving them from paying a markup to distributors.
But it may also be a risky place to shop, as it can be tough to discern good values from scams.
Consumers Union--which tracks Web retailers and advises consumers on Internet shopping through its ConsumerWebWatch.org service--urges buyers to use common sense.
I bought four popular software titles through eBay Stores, which unlike the auction part of the site sell products at fixed prices. Three of the titles worked flawlessly; the fourth was dead on arrival.
I was able to install and register bargain basement copies of Adobe Photoshop Elements, Microsoft FrontPage and Trend Micro PC-Cillin Internet Security. The average discount on those programs was 75 percent.
The fourth program was a dud. The downloaded copy of Nero Ultra Edition Enhanced, a suite of music and video software that retails for $100, cost only $7.
Much of the new software sold on eBay is what's known as "gray market"--items that have somehow made their way out of the normal distribution chain.
It's also known as "OEM" software--a term that frequently appears on eBay listings. That stands for Original Equipment Manufacturer and simply means it's an authentic version of the product, not a copy.
One of the most common types of OEM software are programs intended to be sold with another product.
For example, a camera maker might bundle copies of Adobe Photoshop Elements when its products leave the factory.
A retailer or distributor removes the software, then sells it to a third party, who lists it on eBay. The packaging on that software might not be the same as the full-price version, but the functionality and support is identical.
Software makers contend that gray-market sales violate terms of the licenses that control use of their products.
The industry's main trade group, the Software & Information Industry Association, has sued five eBay merchants who sell OEM products, but has no plans to go after consumers who buy it, says group Vice President Keith Kupferschmid.
His group has tried to persuade eBay to shut down OEM software merchants, but the online marketplace has resisted.
eBay will remove a listing if the software appears to be an illegal, pirated copy, says company spokeswoman Catherine England. But eBay won't go after merchants selling OEM products, she said.
While the software industry has sued merchants, it has taken a more gentle approach with consumers, cautioning them to stay away from OEM software because there's a high risk of getting virus-tainted products or being scammed.
Consumers Union confirms that there's a higher incidence of fraud among OEM software deals than other typical eBay transactions.
It's possible to sharply reduce that risk by only providing financial information such as credit card numbers and bank account data to the PayPal payment service, never directly to eBay sellers. But buyers must still turn over personal data like a mailing address.
It's possible to seek out reputable dealers by looking at feedback from previous buyers asked by eBay to rate their experience as "positive" or "negative."
"The more feedback the better," Brendler says.
A dealer with ratings from 500 or more customers, with at least a 95 percent positive response rate would seem safe, he says.
Other tips from Consumers Union:
• New software sold on eBay's online stores--which generally offer multiple copies of the same product at fixed prices--tends to be more reliable than auction titles.
• Consumers should read each listing carefully for signs of potential fraud--misspellings, overseas sellers, product sold "as is" or products that are not returnable.
If there's a problem, eBay's PayPal Buyer Protection plan provides some insurance for potentially dissatisfied customers (http://tinyurl.com/2mdhkq). To avoid any surprises, bone up on the terms of that plan before buying.