Here's an interesting political cartoon by Ryan Walker from the July, 1904 issue of The Comrade:
Of interest isn't the political message of the cartoon -- a condemnation of the Republican-controlled US congress' refusal to prohibit government contracts with trusts -- but rather the metaphor being used: an octopus in a saw-mill. Although this trope is all but forgotten in the modern political cartoonists' lexicon, the ecological horror of its origin haunts the forests of Cascadia to this day.
As mentioned previously, the Pacific Northwest Tree Octopus will instinctively hide deep inside the branches of its tree if the tree is violently disturbed -- as when being felled by loggers. This often resulted in octopuses going undetected until the trees got to a saw-mill, where the octopuses usually met an unfortunate demise in the mill works. Besides killing the innocent cephalopods, these accidents cost timber companies thousands of dollars every year during the 19th and early 20th centuries due to valuable timber and pulp becoming stained with octopus ink and mills being forced to shut down for the better part of a day for deoctopussing.
Needless to say, this did not please the timber companies, nor the workers who had to clean the mangled, inky octopuses out of the works. To the timber industry, tree octopuses were nothing but costly nuisances -- a view that led to anti-octopus eradication campaigns being promoted in logging camps. Sadly, these profit-motivated cephalopodicidal outbursts were one of the major contributing factors to the tree octopus' current endangered status.
But during the time when tree octopuses were still abundant in the forests of the Northwest, "an octopus in a saw-mill" became a common idiom for an annoyingly messy accident waiting to happen. This makes the joke of the cartoon clearer: Not only will the buzz-saw hurt the trusts octopus, it'll also gum up the blade of legislation and splatter ink on Uncle Sam's patriotic finery, tarnishing his image. Presumably the Socialist editors of The Comrade found this prospect darkly amusing.
UPDATE 2009-10-02: Google Books has a collection of full issues of The Comrade, including the one with the above cartoon. Also, if you are interested in political cartoons or propaganda featuring octopuses, do visit Vulgar Army, a blog devoted almost exclusively to just that.