Haven't yet - I admire Tim Allen a great deal, but don't actually like his non standup performances all that much.
I'll grab a series and give it a view though on your recommendation. Start with the first or is it one you can dive in anywhere?
I've been watching re-runs that appear on Fox, and they seem to jump around all over the place. Sometimes they show early episodes of the show, and sometimes they show episodes that were clearly made during the Presidential campaign.
I don't think it matters a lot where you start, each show seems to have it's own point which Tim Allen wishes to get across.
I have noticed that two of the supporting actors from the very early episodes were replaced with two other people in the later episodes, but since I am more familiar with the later episodes, it didn't bother me much.
Tim Allen covers various topics, such as "Freedom of Speech", Belief in God, Liberal Intolerance, Nanny Statism, the Work Ethic, Politically correctness, Patriotism, and so forth.