95% of strategists will see it otherwise, i concur.
but, nobody wants to have a beer with a political strategist.
to, 95% of voters, this logo screams DOUCHE.
...and it should be avoided like the plague.
now, if you don't like windows - or are afraid somebody is going to make you pay licensing - a much safer choice than a mac would be linux, because while people may raise an eyebrow, it's more likely to leave a positive impression - it's going to broadcast a level of technical intelligence, whereas the apple logo just broadcasts "this is somebody i don't want to spend time with".