A podcast of conversations between supporters of President Trump and non-supporters of President Trump.
leftrightpodcast.substack.com (https://leftrightpodcast.substack.com?utm_medium=podcast)
The final episode of the season in my conversation with Ben Hepburn, summing up what we’ve learned and whether our views have changed.
After this episode, we begin with new episodes in Season 2.
Music:
Roundpine by Blue Dot Sessions; Noe Noe by Blue Dot Sessions; Vengeful by Blue Dot Sessions
Post-production: Josh Elstro of Elstro Production
Get full access to Left Right at leftrightpodcast.substack.com/subscribe (https://leftrightpodcast.substack.com/subscribe?utm_medium=podcast&utm_campaign=CTA_4)
20 Sept 2026
S1E8: Ben Hepburn (2/25/26)
In this episode, Lessig and Hepburn continue the conversation, discussing the hot-button issues shaping the start of 2026.
(As explained in Episode 1, this season from the podcast Another Way (https://podcasts.apple.com/us/podcast/another-way-by-lawrence-lessig/id1436210825) by EqualCitizens.US (https://equalcitizens.us/) is being ported to this new podcast. New episodes begin with Season 2.)
Music:
Roundpine by Blue Dot Sessions; Noe Noe by Blue Dot Sessions; Vengeful by Blue Dot Sessions
Post-production: Josh Elstro of Elstro Production
Get full access to Left Right at leftrightpodcast.substack.com/subscribe (https://leftrightpodcast.substack.com/subscribe?utm_medium=podcast&utm_campaign=CTA_4)
20 Sept 2026
S1E7: Ben Hepburn (7/1/25)
The latest (and penultimate) episode of Season 7, continuing the conversation with Ben Hepburn.
(As explained in Episode 1, this season from the podcast Another Way (https://podcasts.apple.com/us/podcast/another-way-by-lawrence-lessig/id1436210825) by EqualCitizens.US (https://equalcitizens.us/) is being ported to this new podcast. New episodes begin with Season 2.)
Music:
Roundpine by Blue Dot Sessions; Noe Noe by Blue Dot Sessions; Vengeful by Blue Dot Sessions
Post-production: Josh Elstro of Elstro Production
Get full access to Left Right at leftrightpodcast.substack.com/subscribe (https://leftrightpodcast.substack.com/subscribe?utm_medium=podcast&utm_campaign=CTA_4)
20 Sept 2026
S1E5: Ben Hepburn (5/13/25)
Pulling it all together, Lessig asks his high school friend Ben Hepburn: How can you defend this? Listen to the conversation, and the common ground that gets built.
(As explained in Episode 1, this season from the podcast Another Way (https://podcasts.apple.com/us/podcast/another-way-by-lawrence-lessig/id1436210825) by EqualCitizens.US (https://equalcitizens.us/) is being ported to this new podcast. New episodes begin with Season 2.)
Music:Roundpine by Blue Dot SessionsNoe Noe by Blue Dot SessionsVengeful by Blue Dot Sessions
Post-production:Josh Elstro of Elstro Production
Get full access to Left Right at leftrightpodcast.substack.com/subscribe (https://leftrightpodcast.substack.com/subscribe?utm_medium=podcast&utm_campaign=CTA_4)
20 Sept 2026
S1E5: Ben Hepburn (4/28/25)
In this episode, Lessig and Hepburn discuss what Lessig has elsewhere described as Trumps strategy of extortion — illegal threats to force compliance by every institution that might resist him. (Plus a quick trip to Vietnam, and the promise of a brand new Trump resort!)
(As explained in Episode 1, this season from the podcast Another Way (https://podcasts.apple.com/us/podcast/another-way-by-lawrence-lessig/id1436210825) by EqualCitizens.US (https://equalcitizens.us/) is being ported to this new podcast. New episodes begin with Season 2.)
Get full access to Left Right at leftrightpodcast.substack.com/subscribe (https://leftrightpodcast.substack.com/subscribe?utm_medium=podcast&utm_campaign=CTA_4)
20 Sept 2026
S1E4: Ben Hepburn (4/19/25)
In this episode, Lessig and Hepburn discuss the tariffs. Is there some point at which MAGA supporters call uncle?
(As explained in Episode 1, this season from the podcast Another Way (https://podcasts.apple.com/us/podcast/another-way-by-lawrence-lessig/id1436210825) by EqualCitizens.US (https://equalcitizens.us/) is being ported to this new podcast. New episodes begin with Season 2.)
Get full access to Left Right at leftrightpodcast.substack.com/subscribe (https://leftrightpodcast.substack.com/subscribe?utm_medium=podcast&utm_campaign=CTA_4)
20 Sept 2026
S1E3: Ben Hepburn (3/12/25)
Lessig's conversation with Ben Hepburn continues, this time about Ukraine, DOGE and RFKJr.
(As explained in Episode 1, this season from the podcast Another Way (https://podcasts.apple.com/us/podcast/another-way-by-lawrence-lessig/id1436210825) by EqualCitizens.US (https://EqualCitizens.US) is being ported to this new podcast. New episodes begin with Season 2.)
Get full access to Left Right at leftrightpodcast.substack.com/subscribe (https://leftrightpodcast.substack.com/subscribe?utm_medium=podcast&utm_campaign=CTA_4)
20 Sept 2026
S1E2: Ben Hepburn (2/14/25)
In this second episode, Ben Hepburn and Lessig continue to see where we can find common ground in our understanding of the current administration. Are we on the left too pessimistic? Is the other side too optimistic?
(As described in Episode 1, this podcast is ported from EqualCitizens.US’s Another Way. New episodes for this podcast begin with Season 2.)
Get full access to Left Right at leftrightpodcast.substack.com/subscribe (https://leftrightpodcast.substack.com/subscribe?utm_medium=podcast&utm_campaign=CTA_4)
20 Sept 2026
S1:E1 Ben Hepburn (1/29/25)
The aim of this season of the podcast Another Way (https://podcasts.apple.com/us/podcast/another-way-by-lawrence-lessig/id1436210825) by EqualCitizens.US (https://equalcitizens.us) was to explore whether two friends from high school, 40 years later, could find common ground around the presidency of Donald Trump.
Ben Hepburn is a farmer and teacher living in Williamsport, Pennsylvania. We went to high school at Loyalsock Township Senior High School, graduating in 1979, as the first episode explains. Before the 2024 election, we met to discuss President Trump. Over the course of this season of the podcast Another Way, our conversation continued.
This conversation this season is moved to this new podcast because my hope is that this new podcast could become a platform for a wider range of conversations. Listen to the first episode of Season 2 to understand that plan.
Get full access to Left Right at leftrightpodcast.substack.com/subscribe (https://leftrightpodcast.substack.com/subscribe?utm_medium=podcast&utm_campaign=CTA_4)
19 Sept 2026
S2E1: Howard Woodruff (recorded 6/4/26)
As explained in this episode, this begins a new season of conversations with another friend of mine from high school. As I explain, I grew up in Williamsport, Pennsylvania — actually, Loyalsock Township. Williamsport is in the Kentucky part of Pennsylvania. Practically everyone was a Republican. I was a Republican too.
Before the 2024 election, I went back to a high school reunion, something I had never done, to try to begin to understand how people I grew up with could be supporting President Trump. That trip began a conversation with a high school friend, Ben Hepburn. That conversation became Season 7 of the podcast Another Way, published by Equal Citizens.
I’ve now moved that conversation to this podcast, and I’m beginning here a conversation with another high school friend, Howard Woodruff. The aspiration is that this podcast become a conversation between people generally. I’ve made a call in this podcast for anyone who wishes to produce a podcast that would try to curate conversations between people who support the president and people who don’t.
I don’t have the cycles to run that project, but I very much believe that project could be helpful. At least, if the conversations could demonstrate that it was possible for people of different views to agree to decency and respect in a conversation about a topic that has become so divisive.
If you think you could run such a podcast, send me a note. After the election, if there is adequate interest, I will pass control of this podcast to that producer/organizer. Meanwhile, and regardless, I hope these conversations leading up to the election are helpful—to more than me at least!
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