Advertise on podcast: Conservative Crossroads with Henry Olsen

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Conservative Crossroads is a biweekly discussion between two conservatives who disagree about something important — from Ukraine policy to questions as basic as what it means to be an American. If you're interested in the main currents of American conservative thought, Conservative Crossroads is the podcast for you.

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Check latest episodes from Conservative Crossroads with Henry Olsen podcast

Tariff Policy at the Crossroads

2026/01/28

This week: The American Economy at the crossroads. Are tariffs leading the way back to the re-industrialization of the country or hurting the average consumer? Taking sides in the debate are Mark DiPlacido, policy advisor at American Compass and Richard Stern, Vice President of the Plymouth Institute for Free Enterprise at Advancing American Freedom.

American Policy Towards Israel at the Crossroads

2026/01/13

American politics is at a crossroads. In this series we ask prominent voices inside the conservative movement to debate which path we should pursue on the major issues of the day. This week, Oren Cass, the chief economist at American Compass and Michel Doran, senior fellow at the Hudson Institute, debate the future of American foreign policy towards Israel.

Conservative Crossroads — Coming Soon!

2026/01/08

This show launches on Tuesday 13 Jan, 2026.