Keep in mind, boolean modifiers do screw up the geometry to some degree so adding boolean to tons of objects isn't exactly a great solution, depending on what you're trying to accomplish. If your resulting model will be subdivided, UV unwrapped or deformed in any way, boolean can really mess up the process. It's always best to explore logical ways to model the type of shape you're looking for first, and resort to boolean as the final solution to solve the issue. However, there are some boolean addons that work very well on multiple objects. Have a look at the Bool Tools and also Hard Ops addons. Hard Ops is the best one, but I don't think it's free.

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