The Risky Business Podcast
Real estate agent Sam Stone interviews entrepreneurs about the pivotal risks they took, aiming to inspire listeners to take their own leap.
This is an interview show where host Sam Stone explores the theme of risk-taking through the stories of his guests. Conversations focus on the origin stories of entrepreneurs and professionals, detailing the leap from a stable career to a new venture. The show often frames these pivotal moments as a 'misogi,' a concept the host defines as a challenge with a less than 50% chance of success, to understand the mindset required to take a big risk.
“The show's unique frame is the Japanese concept of 'misogi,' which the host uses to explore challenges guests undertook with a high probability of failure. This focus on the psychology of committing to a difficult path distinguishes it from podcasts that focus purely on business tactics.”
Who hosts this show
Hosted by Sam Stone, The Risky Business Podcast features conversations with individuals who have taken significant professional and personal risks. Stone, a real estate agent who took his own leap by leaving a job in 2021, was inspired by successful people who took major risks early in life and sits down with guests to unpack their stories. The show's stated goal is to encourage, challenge, and push listeners to take the next risk in their own lives, whether in business or personal relationships.
Credentials & credits
- Real Estate Agent
What kind of podcast
When new episodes drop
- 01Bryce Harren: All in on Social Media - Is it Worth ItJun 8, 2026 · 27s
- 02Bryce Harren: All in on Social Media - Is it Worth ItJun 7, 2026 · 38s
- 03Bryce Harren: All in on Social Media - Is it Worth ItJun 6, 2026 · 35s
- 04Bryce Harren: All in on Social Media - Is it Worth ItJun 5, 2026 · 41s
- 05Bryce Harren: All in on Social Media - Is it Worth ItJun 4, 2026 · 26s
- 06Bryce Harren: All in on Social Media - Is it Worth ItJun 3, 2026 · 35s
- 07Brice Herron: All in on Social Media - Is it Worth ItJun 2, 2026 · 46 min
- 08Ryan Richardson: From Real Estate to Scaling a 9-State BusinessApr 30, 2026 · 51 min
Notable episodes
- 01Welcome to the Risky Business Podcast (Intro with Sam Stone)
The host explains the podcast's mission, his personal backstory, and the core concept of 'misogi' that frames the entire series.
- 02Ryan Richardson: From Real Estate to Scaling a 9-State Business
A clear example of the show's thesis, detailing a guest's journey from a stable corporate job to building a multi-state company and the psychological hurdles involved.
- 03Brice Herron: All in on Social Media - Is it Worth It
This episode focuses on the modern tactic of using a public social media challenge to build an audience and brand before a product is even launched.
What you'll be asked on this show
Sam Stone often opens by framing the guest's story within the podcast's central theme of risk-taking, sometimes asking about the 'misogi' they took in their life. He builds rapport by sharing his own journey and establishes a timeline early on, asking for specific dates or the guest's professional role before their venture. [z8EyaABmi1o] His questioning style is not confrontational; he probes by asking for clarifications ('What was in the IV?') or logistical details ('Are the nurses' assignments based on where they live?') to help the audience understand the mechanics of the guest's business. [z8EyaABmi1o] He allows guests to tell their story in long stretches, interjecting to keep the narrative clear rather than to challenge them. [jJhuvQJGQCI]
The show is primarily a one-on-one interview format, though occasional short, solo episodes feature the host's personal philosophy. [Nqc6GbbPxRQ] Sam Stone maintains a friendly, encouraging tone, often relating his own experiences to his guests' stories to build rapport. [z8EyaABmi1o] He lets guests speak at length, using short, clarifying questions to guide the narrative rather than to interrupt. [jJhuvQJGQCI, z8EyaABmi1o]
Questions the host keeps coming back to
10 cataloguedIf you're going on this show as a guest, expect some version of each of these. Each note explains when the host reaches for it.
origin
1- Q.01
“How did your business or venture get started?”
This is the host's go-to opening to establish the origin story of the guest's main risk.
backstory
2- Q.01
“What was your professional background before you took this risk?”
This question is used to contrast the guest's previous stability with their new entrepreneurial venture.
- Q.02
“Did you have a background in this field before you started?”
This helps establish the guest's starting point and the steepness of their learning curve.
mindset
1- Q.01
“What's the 'misogi' you took in your life?”
The host's signature question, based on a Japanese proverb for a challenge with a <50% chance of success.
process
3- Q.01
“Can you explain [a core concept] for the audience?”
A frequent tactic to ensure the listener can follow a unique business model or personal challenge.
- Q.02
“How did social media growth compare to your expectations?”
Explores the marketing and audience-building side of a modern venture.
- Q.03
“How do the logistics of the business actually work?”
Seeks to understand the operational model behind the scenes of the guest's company.
technique
1- Q.01
“Can you get specific about the details of the product or service?”
Drills down into the tangible, practical aspects of the guest's business.
personal
2- Q.01
“What prompted the move to [new location]?”
Explores major life decisions that often coincide with professional risks.
- Q.02
“Is this conversation what you expected it to be?”
A rapport-building question asked near the beginning to relax the guest.
Signature segments
- · The 'Misogi' concept
- · "Produce over consume" philosophy
Topics covered repeatedly
Who gets booked here
Guests are typically entrepreneurs or professionals who have built something from the ground up after leaving a more traditional career path. They often have a compelling origin story centered around a single, significant risk.
- Brice Herronon Brice Herron: All in on Social Media - Is it Worth It
- Ryan Richardsonon Ryan Richardson: From Real Estate to Scaling a 9-State Business
Where to find this show
Audience & reach
The primary sponsor is a mortgage company, River City Mortgage LLC, suggesting the audience may include professionals considering major financial decisions like homeownership. [jJhuvQJGQCI, z8EyaABmi1o] The podcast's website and YouTube description also explicitly offer sponsorship opportunities.
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.
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People also ask
- What is the host's name and profession?
- The host is Sam Stone, a real estate agent.
- What is the format of the show?
- It is primarily a long-form interview show with entrepreneurs, with occasional short, solo episodes from the host.
- Is this the cybersecurity podcast also called 'Risky Business'?
- No. This podcast, hosted by Sam Stone, focuses on entrepreneurship and personal risk-taking. The popular cybersecurity podcast is a separate show.
- Is the podcast still active?
- Yes, the podcast appears to release episodes on a weekly or bi-weekly basis.
- How can I be a guest or sponsor the podcast?
- The podcast's official website and YouTube channel have information and links for potential guests and sponsors.
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
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