Political ads are much decried by voters, but campaigns know that they are critical means of reaching constituents and making direct claims about the positive and negatives of candidates on the ballot. Political ads are most common on television, in 30-second bites. But increasingly campaigns are turning to social media to spread paid messages. While these social media ads will become more common in cycles-to-come, how can we assess the scope of ads that have aired across the many decades of modern elections? Which ones have stood the test of time? This collection highlights 61 ads from 1754 to spring 2020, determined from feedback by experts in the field in a previous study published in Advertising & Society Quarterly. The editors of Advertising & Society Quarterly hope that this collection can be helpful to analyze and reflect on the role of political advertising in society, culture, history, and the economy.