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I use Ollydbg and IDA for most 'debugging'. IDA has built in debugger, but I prefer Olly. IDA is best for examining structure of code and then exporting names to Olly. IDA also has decompiler plugin, but meh, I prefer to look at the assembler code in graph view - makes more sense to me.
Course, if your target isn't x86, then you have no choice but to use IDA.
For kernel work I use WinDbg and sometimes Softice, depending on the exact problem.
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