Basically there are a few things you'll want at a bare minimum to check you buy (and this still won't guarantee you'll get a system that is problem free):

1. Make sure the system uses Intel graphics ONLY. No NVIDIA/ATI/Hybrid solution.

2. The system is NOT an HP, Lenovo, Dell, Toshiba, Sonay, Apple, IBM, or Acer. These companies are implementing digital restrictions on the mini PCIe card slots where the wifi card goes. You won't be able to replace it with a free software friendly wifi card and there is a high chance you won't get a free software one as most companies are not shipping with free software friendly chipsets.

3. I had a #3... but forgot what it was now.

There are a variety of issues you can still encounter like wifi switches that don't work (ie system won't work even without digital restrictions as the wifi is off-by-default and there is no GNU/Linux driver for the on/off switch).

Other common issues are ACPI related. Things like the graphics, sound, and power management being problematic or non-functional. You won't really be able to determine if a system has these types of issues easily short of having the system in hand. As someone else mentioned there are other solutions if your buying a new or refurbished laptop: ThinkPenguin (ie CEO here) and Gluglug sell Trisquel friendly systems (the later doesn't even have a proprietary BIOS, but as they are based on much older refurbished Lenovos there are problems keeping these in stock- don't think you can get one at the moment- maybe in a few months).

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