Henke, a proponent of the modern American political philosophy of neolibertarianism, began blogging at Questions and Observations (QandO) with co-contributors Dale Franks and Bruce McQuain in 2003. As part of their website, the three also produced a weekly podcast, which Franks and McQuain continue today along with other QandO contributors.
Shortly afterward, Henke served as the New Media Director for the Republican Communications Office, an office of the Senate Republican caucus under the leadership of United States Senate Minority Leader Mitch McConnell (R-KY). Congressional Quarterly wrote that Henke "launched one of the first and most successful blogger outreach operations on the Capitol Hill, one that has served as a template for other offices." During his time as New Media Director, Henke contributed entries at QandO less frequently than before, and in January 2007, two other bloggers, Bryan Pick and Billy Hollis, joined QandO.
Henke announced in June 2007 that he would serve Fred Thompson's presidential campaign as an Online Brand Manager. Though Thompson withdrew his candidacy in January 2008, Henke continued to work as a consultant, and started his own firm later that year.
- http://www.qando.net/ – Neolibertarian
- Observations, the Weekly Podcast of the QandO Online Magazine
- Townhall.com::Senate Republicans to Take the New Media Seriously::By Patrick Hynes
- Beltway Blogroll: George Allen Gets A Netroots Coordinator
- CQ Politics: Top Lawmakers Try to Turn Blogs to Their Advantage
- http://www.qando.net/ – I’m with Fred — and New Media Strategies
- QandO – Jon Henke's posts
- http://www.qando.net/ – Preemptive Disclosure
- Twitter announcement of third child