Dropping In Podcast
Hosted by Dropping In
The co-founder of Charisma on Command interviews authors, journalists, and experts on the psychology behind their success and unique worldviews.
This is an interview show where a social dynamics expert deconstructs the mindset of his guests. He uses their specific expertise—from journalism to lion tracking—as a lens to explore broader themes of purpose, psychology, and cultural dynamics. The conversations are less about a guest's resume and more about their underlying operating system and worldview.
“Unlike many interview shows focused on a guest's accomplishments, this podcast focuses on their internal world—their mindset, their non-rational intuition, and the psychological drivers behind their work. The host's willingness to share his own flaws creates a uniquely open and non-judgmental space.”
Who hosts this show
Charlie Houpert is the co-founder of Charisma on Command, a popular YouTube channel and company that teaches confidence and social skills. On this podcast, formerly known as the "Ben and Charlie Podcast," he interviews guests to break down philosophy, business, and psychology. He often uses his own self-described journey from being shy and introverted to connect with guests and explore deeper themes of personal development.
Credentials & credits
- Co-founder of Charisma on Command
- Author of 'Charisma On Command'
- MS in Commerce - Marketing and Management, University of Virginia
- Studied Spanish and Latin American Studies, American University
Other ventures
- Charisma on Command (YouTube Channel)
- Charisma University (Online Course)
What kind of podcast
- Country
- United States
- Region
- usa
When new episodes drop
- 01Psychopaths & The Dark Side of Human Psychology (ft. Boze)Mar 7, 2025 · 58 min
- 02Andrew Callaghan on Trump, Political Extremism, & America's Identity CrisisFeb 7, 2025 · 1h 11m
- 03How To Find Your Deep Purpose - Boyd VartyOct 18, 2024 · 56 min
- 04One Year, Zero Lies - The Hardcore Path To JoySep 20, 2024 · 1h 36m
- 05What It Takes To Survive And Thrive Growing Up In Poverty - Rob HendersonAug 22, 2024 · 1h 23m
- 065 Inner Game Mistakes That Are Ruining Your LifeJul 26, 2024 · 1h 29m
- 07How to Flip Someone From Rude to RespectfulApr 22, 2024 · 11 min
- 08
Notable episodes
- 01Andrew Callaghan on Trump, Political Extremism, & America's Identity Crisis
A deep dive into the psychology of American political division with a prominent on-the-ground journalist, showcasing the host's ability to move from cultural specifics to broad philosophical themes.
- 02How To Find Your Deep Purpose - Boyd Varty
This episode is a prime example of the show's core premise: using a guest's unique skill (lion tracking) as a powerful metaphor for a universal human quest (finding purpose).
- 03Psychopaths & The Dark Side of Human Psychology (ft. Boze)
Demonstrates the host's method of sharing personal vulnerability (discussing his 'fawn' response) to build rapport and encourage a deeper, more psychological conversation with an expert guest.
What you'll be asked on this show
Houpert often begins interviews with expansive, philosophical questions to get at a guest's core worldview, such as "What do you know about America that I and everyone else doesn't?". He builds rapport by readily sharing his own vulnerabilities and connecting them to the guest's experience, discussing his own 'fawn' response or past skepticism. He actively listens, using a guest's specific terminology (like "non-rational") to frame follow-up questions and confirm his understanding. He skillfully connects specific anecdotes or cultural moments to the larger psychological or philosophical themes of the conversation.
The show alternates between guest interviews and solo episodes where Charlie explores a specific concept. In interviews, he often opens with a broad, philosophical question about the guest's worldview. He actively shares his own vulnerabilities and personal stories to build rapport and encourages guests to explore the psychological underpinnings of their expertise.
Questions Dropping In keeps coming back to
12 cataloguedIf you're going on this show as a guest, expect some version of each of these. Each note explains when Dropping In reaches for it.
mindset
3- Q.01
“What do you know that the rest of us don't?”
A signature opening move to immediately access the guest's unique, core insights from their specialized experience.
- Q.02
“You mentioned a [deep, abstract problem], what do you think that is?”
This question follows up on a guest's own term to probe for a deeper philosophical diagnosis.
- Q.03
“Do you have a sense of why you're able to approach situations with such [positive trait, e.g., openness]?”
This prompts the guest to reflect on the origins of their own successful mindset or approach.
personal
4- Q.01
“How would you describe what you are meant to do in this phase of your life?”
Used early in the conversation to frame the discussion around the guest's current sense of purpose.
- Q.02
“What part of you was running you when you [made a past mistake]?”
He asks this to explore the psychological motivations behind a guest's significant life events.
- Q.03
“Are you comfortable saying 'no'?”
Often asked after sharing his own struggles, creating a space for mutual vulnerability.
- Q.04
“Was there a performance pressure on you at a very young age?”
This question seeks to find the childhood roots of an adult guest's behavior or personality.
controversy
1- Q.01
“When you look at mainstream representations of [a topic], what is wrong with them?”
He asks this to elicit the guest's critique of conventional wisdom in their area of expertise.
process
2- Q.01
“What role does the 'non-rational' play, and what does that even mean?”
He often isolates a key, non-obvious term used by a guest to have them define their core concepts.
- Q.02
“When you profile cases, do you dig into the person's childhood?”
He uses this to understand the guest's research process and connect it to psychological themes.
advice
1- Q.01
“What are the common pitfalls or blocks people face when trying to [achieve what you teach]?”
This question translates the guest's expertise into practical advice for the audience.
craft
1- Q.01
“How have you been able to [succeed] in such a difficult environment?”
This question seeks to understand the guest's personal strategy for navigating their professional landscape.
Topics covered repeatedly
Who gets booked here
Guests are typically authors, journalists, coaches, PhDs, or creators with a specific, often unconventional, area of expertise and a compelling personal story or worldview.
- Ericka Bozemanon Psychopaths & The Dark Side of Human Psychology (ft. Boze)
- Andrew Callaghanon Andrew Callaghan on Trump, Political Extremism, & America's Identity Crisis
- Boyd Vartyon How To Find Your Deep Purpose - Boyd Varty
- Martha Beckon One Year, Zero Lies - The Hardcore Path To Joy
- Rob Hendersonon What It Takes To Survive And Thrive Growing Up In Poverty - Rob Henderson
Where to find this show
Audience & reach
The podcast promotes its own Patreon for direct support and occasionally mentions coaching and courses affiliated with the host's primary brand, Charisma on Command.
Subscriber and view counts are pulled live from YouTube and re-verified on a 30-day cycle. Listener estimates for the RSS feed aren't published here unless they're host-verified.
Pitch Dropping In
People also ask
- What is Charlie Houpert's real name?
- Charlie Houpert is his real name.
- What is the format of the show?
- It's primarily a long-form interview podcast, with occasional solo episodes from the host. Guest episodes are released roughly every other week.
- Didn't this podcast have a different name?
- Yes, it was formerly known as the "Ben and Charlie Podcast".
- What is Charisma on Command?
- Charisma on Command is the host's primary business, a popular YouTube channel and company that offers training on social skills, confidence, and charisma.
- Where can I listen to the podcast?
- The podcast is available on YouTube and major podcast platforms like Apple Podcasts and Spotify.
Built from the show's public RSS feed, YouTube, the host's own websites, and the cited sources below. Computed and AI-extracted fields are labelled. Facts only — no private info, no fabrication, no transcripts republished.
Sources & how this page was built
This page is AI-assisted, grounded in the public sources cited below, and host-verifiable. We publish facts only; we do not republish transcripts. If anything here is wrong, the host can claim and correct the page above.Model: gemini-2.5-pro · high confidence
- [01]Dropping In Podcast - YouTube Channelyoutube.com
- [02]Charisma on Command - YouTube Channelyoutube.com
- [03]Dropping In With Charlie Houpert - Apple Podcastspodcasts.apple.com
- [04]Charlie Houpert - Famous Birthdaysfamousbirthdays.com
- [05]Charlie Houpert – Founder and Coach at Charisma on Command - IdeaMenschideamensch.com
- [06]4-Hour Workweek Success Stories — Charlie Houpert on Building “Charisma on Command”tim.blog
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