Something to always watch for: crapware installers. To make ends meet, many creators of otherwise great free software, or the services that offer the programs for download, bundle in things you don't want. Worse, the installation routine obfuscates the steps, so you provide the unwanted program tacit permission to be installed. For more about how to spot and avoid this problem, see How to Clean Crapware From a New PC, and check out the Uninstaller section of this very free software collection.
Take Huckberry as an example. They team up with clothing retailers and sell exclusive versions of retailers' items on Huckberry's online store. For Huckberry, they are the single source where an interested shopper can purchase the made-for-Huckberry exclusive item. For the retailer, they get exposure to their brand while also having another online venue to find new customers. It's a win-win scenario that's a low-cost investment for the retailer.
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Freeflys: Another strong contender in the freebies space, Freeflys has appeared on NBC’s Today Show, The Doctors, Fox News and a handful of other media outlets. Similar to most of these sites, Freeflys utilizes email alerts to tell users about free-sample offers as they happen. The site also allows you to search for a specific product with the handy search bar.