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I tried stacking distortion and overdrive pedals for years, and I could either get them to sound good individually or sound good together, but not both. If it works for you, then go with it, but I couldn't ever figure out a way to get it sing like I wanted. My goal was to have a few different levels of OD to choose from. Like set up two pedals and have a "third" pedal by combining the two, but besides the tone problems, I also wasn't able to quickly switch both on or off.
In the end, I built some looper pedals. They're really cheap and easy to build. They consist of a master input and output, a 3PDT footswitch, two LED's, a pair of resistors, inputs and outputs for two seperate loops (for a total of six 1/4" jacks), and a box. Now with the click of a switch I can switch easily between two chains of pedals. I no longer use two distortion pedals at once, and now just use one at a time that gives me the tone I want. However, if I wanted to use two distortion pedals at once, I could, and still have other distortion pedals with settings that sound good on their own.
But that's just my experience. If it sounds good, do it!
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