How did we get here? What’s with Holmes ‘stache? - Ruthless Q&A episode artwork

EPISODE · Dec 25, 2025 · 1H 6M

How did we get here? What’s with Holmes ‘stache? - Ruthless Q&A

from Ruthless Podcast · host Josh Holmes, Comfortably Smug, Michael Duncan and John Ashbrook

🎙️ We kick off our Christmas Day Q&A by answering the burning questions from the audience. We talk through how our careers actually started, how campaign instincts and comms muscle turn into real-world wins, and why the Progrum isn’t just “four guys with microphones,” but four guys who’ve lived the jobs we talk about. ⚡ Then, how the sausage gets made: how messages spread, why creativity beats policy-speak, and how the right phrase at the right moment can take over the conversation. We also talk about the early internet era in politics—how it worked, why it mattered, and what separated the serious operators from the scammy money-grab crowd.️ 🥸 More of your questions in this proper holiday hang: Holmes’ on-again/off-again mustache situation, where ‘Progrum’ actually comes from, and whether we still have day jobs (we do). More Q&A in Part II - coming next week. 00:00 - Christmas Day Q&A - Our gift to you 04:16 - The backstory on the fellas 05:14 - How comms work actually gets learned in the Senate 11:12 - Selling stories to reporters and shaping the narrative 12:50 - Branding moments that stick in politics 17:30 - The road back to winning in 2014 24:58 - Building a real professional partnership 28:37 - Smug’s bio: finance to politics to operating in NYC 30:00 - Inside the financial crisis panic 35:52 - Where “Comfortably Smug” comes from and why it takes off 40:16 - Covid-era Zoom happy hours give birth to an idea 49:52 - Why does Holmes mustache come and go? 53:19 - Where “Grum/Progrum” comes from—dialects, sports, and Senate impressions 59:17 - Do we still have day jobs? What we actually do now Our Sponsors: ➢Beverage America believes in the promise that makes this nation great. Learn more at http://wedeliverforamerica.org/ ➢Unleash American energy to be bigger and better than ever before, because when America builds, America wins. https://permittingreformnow.org/ ➢Want to make a difference in your community? https://takeonesmallstep.org/ Join AFP's grass-roots efforts at https://afpvolunteer.com/ Learn more about your ad choices. Visit podcastchoices.com/adchoices

🎙️ We kick off our Christmas Day Q&A by answering the burning questions from the audience. We talk through how our careers actually started, how campaign instincts and comms muscle turn into real-world wins, and why the Progrum isn’t just “four guys with microphones,” but four guys who’ve lived the jobs we talk about. ⚡ Then, how the sausage gets made: how messages spread, why creativity beats policy-speak, and how the right phrase at the right moment can take over the conversation. We also talk about the early internet era in politics—how it worked, why it mattered, and what separated the serious operators from the scammy money-grab crowd.️ 🥸 More of your questions in this proper holiday hang: Holmes’ on-again/off-again mustache situation, where ‘Progrum’ actually comes from, and whether we still have day jobs (we do). More Q&A in Part II - coming next week. 00:00 - Christmas Day Q&A - Our gift to you 04:16 - The backstory on the fellas 05:14 - How comms work actually gets learned in the Senate 11:12 - Selling stories to reporters and shaping the narrative 12:50 - Branding moments that stick in politics 17:30 - The road back to winning in 2014 24:58 - Building a real professional partnership 28:37 - Smug’s bio: finance to politics to operating in NYC 30:00 - Inside the financial crisis panic 35:52 - Where “Comfortably Smug” comes from and why it takes off 40:16 - Covid-era Zoom happy hours give birth to an idea 49:52 - Why does Holmes mustache come and go? 53:19 - Where “Grum/Progrum” comes from—dialects, sports, and Senate impressions 59:17 - Do we still have day jobs? What we actually do now Our Sponsors: ➢Beverage America believes in the promise that makes this nation great. Learn more at http://wedeliverforamerica.org/ ➢Unleash American energy to be bigger and better than ever before, because when America builds, America wins. https://permittingreformnow.org/ ➢Want to make a difference in your community? https://takeonesmallstep.org/ Join AFP's grass-roots efforts at https://afpvolunteer.com/ Learn more about your ad choices. Visit podcastchoices.com/adchoices

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How did we get here? What’s with Holmes ‘stache? - Ruthless Q&A

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Big Old Life: Heather Blackbird interviews people on planet earth. Heather Blackbird loves asking questions. This podcast is a learning experience. Join me, Heather Blackbird, as I talk to people about their lives. Frequency of new episodes is a little all over the place and I'm learning as I go. Big Old Life is a small way of talking about the vastness of life, one person at a time. If you are reading this or found this podcast it's probably because someone you know gave you a link to it. :) Explicit The Sacred +Profane Podcast nephtaragrace The Sacred + Profane Podcast is a provocative conversation dedicated to cementing a better future for all. We specialize in unpacking the nuances of what is considered sacred and profane, particularly focusing on sex, death, and all that pertains to the circle of life. Our aim in focusing on such ”taboo” subject matter is to demystify what is unconscious, bring to light what has been known for centuries as ”the occult,” and empower the rapid transformation that is occurring on the Planet. Explicit Undeniable w/ Braxton Curtis Braxton Curtis The official Podcast of Braxton Curtis.A Father, Husband, and Business Owner just trying to figure it all out. Explicit Bitcoin Gateway Lea meakin Welcome to Bitcoin Gateway, the podcast where we dive deep into the world of Bitcoin, hosted by Lea Meakin. This show is for anyone who’s ever felt overwhelmed by the complex world of cryptocurrencies and wants a simple, straightforward explanation. Each episode, we’ll break down the basics of Bitcoin, explore its history, and discuss its potential impact on the future of finance. Whether you’re a complete beginner or just looking to expand your knowledge, Bitcoin Gateway is here to help you understand Bitcoin, one episode at a time. Explicit

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How long is this episode of Ruthless Podcast?

This episode is 1 hour and 6 minutes long.

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This episode was published on December 25, 2025.

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🎙️ We kick off our Christmas Day Q&A by answering the burning questions from the audience. We talk through how our careers actually started, how campaign instincts and comms muscle turn into real-world wins, and why the Progrum isn’t just “four...

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