PodcastsRank #33083
Artwork for The Thoughtful Entrepreneur

The Thoughtful Entrepreneur

EntrepreneurshipPodcastsBusinessManagementENsingaporeWeekly
4.9 / 5
You’re gonna love this DAILY, commercial-free entrepreneur spotlight show. We feature CEOs and founders of 6-9 figure B2B companies. Agencies, coaches, consultants, and other leaders share not only their success stories - but their advice for business leaders focused on business growth. You’re going to hear real stories from real people all in 15-25 minutes time - perfect for your commute. On this podcast, your host, Josh Elledge encourages entrepreneurs to share not only their expertise but their stories and their hearts. We believe that every person has a unique message which can positively impact the world. Even YOU! If you’d like to be featured on The Thoughtful Entrepreneur, apply here: https://UpMyInfluence.com/guest/
Top 66.2% by pitch volume (Rank #33083 of 50,000)Data updated Feb 10, 2026

Key Facts

Publishes
Weekly
Episodes
2K
Founded
N/A
Category
Entrepreneurship
Number of listeners
Private
Hidden on public pages

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Public snapshot
Audience: 8K–20K / month
Canonical: https://podpitch.com/podcasts/the-thoughtful-entrepreneur
Cadence: Occasional
Reply rate: 20–35%

Latest Episodes

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2351 - Incorporating Joy and Humor into Your Leadership Style with Elizabeth Walker

Wed Dec 17 2025

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How Comedy Builds Trust, Connection, and Stronger Leadership Teams with Elizabeth WalkerIn this episode, host Josh Elledge speaks with Elizabeth Walker, host of the Dear Business Coach Podcast and a workplace communication expert who helps leaders use humor as a tool for connection and trust. Their conversation explores how comedy—when used intentionally—can break down barriers, improve communication, and create psychologically safe environments where teams thrive. This blog captures the most impactful insights from their discussion, offering leaders a fresh perspective on how humor can elevate leadership effectiveness and workplace culture. Using Humor as a Strategic Leadership SkillElizabeth Walker reframes comedy as a leadership skill rather than entertainment, explaining that humor helps leaders communicate more effectively by making messages memorable and human. When leaders use light, intentional humor—especially through storytelling—they signal approachability and authenticity, making it easier for teams to engage, share ideas, and collaborate. Rather than relying on jokes, Elizabeth emphasizes humor rooted in shared experiences, everyday challenges, and honest reflection. A major focus of the conversation is self-effacing humor, which Elizabeth describes as a powerful way to build trust without undermining authority. By sharing moments of failure, awkwardness, or learning, leaders show they are human—inviting connection instead of hierarchy. Elizabeth cautions against self-disrespect, noting that effective self-effacing humor should create common ground rather than diminish confidence, helping teams feel safe enough to contribute openly. Elizabeth also shares how she teaches humor through workshops and exercises that guide participants to uncover their own “underdog stories.” These storytelling practices help individuals tap into authenticity, vulnerability, and relatability—key ingredients for strong leadership presence. By modeling openness and encouraging laughter rooted in empathy, leaders can foster cultures where trust grows, pressure eases, and teams become more resilient and engaged. About Elizabeth WalkerElizabeth Walker is a leadership communication coach, workshop facilitator, and host of the Dear Business Coach Podcast. She helps leaders, coaches, and teams use humor, storytelling, and authenticity to improve communication, build trust, and strengthen workplace culture. Connect with Elizabeth on LinkedIn or explore her work through the Dear Business Coach Podcast. About the Dear Business Coach PodcastThe Dear Business Coach Podcast features conversations with coaches, leaders, and industry experts on practical strategies for professional growth, leadership development, and effective communication. The show focuses on real-world insights—covering everything from workplace dynamics to personal development tools leaders can apply immediately. Learn more at dearbusinesscoachpodcast.com. Links Mentioned in This EpisodeElizabeth Walker on LinkedInDear Business Coach Podcast Key Episode HighlightsComedy is a leadership tool—not entertainmentHumor improves communication...

More

How Comedy Builds Trust, Connection, and Stronger Leadership Teams with Elizabeth WalkerIn this episode, host Josh Elledge speaks with Elizabeth Walker, host of the Dear Business Coach Podcast and a workplace communication expert who helps leaders use humor as a tool for connection and trust. Their conversation explores how comedy—when used intentionally—can break down barriers, improve communication, and create psychologically safe environments where teams thrive. This blog captures the most impactful insights from their discussion, offering leaders a fresh perspective on how humor can elevate leadership effectiveness and workplace culture. Using Humor as a Strategic Leadership SkillElizabeth Walker reframes comedy as a leadership skill rather than entertainment, explaining that humor helps leaders communicate more effectively by making messages memorable and human. When leaders use light, intentional humor—especially through storytelling—they signal approachability and authenticity, making it easier for teams to engage, share ideas, and collaborate. Rather than relying on jokes, Elizabeth emphasizes humor rooted in shared experiences, everyday challenges, and honest reflection. A major focus of the conversation is self-effacing humor, which Elizabeth describes as a powerful way to build trust without undermining authority. By sharing moments of failure, awkwardness, or learning, leaders show they are human—inviting connection instead of hierarchy. Elizabeth cautions against self-disrespect, noting that effective self-effacing humor should create common ground rather than diminish confidence, helping teams feel safe enough to contribute openly. Elizabeth also shares how she teaches humor through workshops and exercises that guide participants to uncover their own “underdog stories.” These storytelling practices help individuals tap into authenticity, vulnerability, and relatability—key ingredients for strong leadership presence. By modeling openness and encouraging laughter rooted in empathy, leaders can foster cultures where trust grows, pressure eases, and teams become more resilient and engaged. About Elizabeth WalkerElizabeth Walker is a leadership communication coach, workshop facilitator, and host of the Dear Business Coach Podcast. She helps leaders, coaches, and teams use humor, storytelling, and authenticity to improve communication, build trust, and strengthen workplace culture. Connect with Elizabeth on LinkedIn or explore her work through the Dear Business Coach Podcast. About the Dear Business Coach PodcastThe Dear Business Coach Podcast features conversations with coaches, leaders, and industry experts on practical strategies for professional growth, leadership development, and effective communication. The show focuses on real-world insights—covering everything from workplace dynamics to personal development tools leaders can apply immediately. Learn more at dearbusinesscoachpodcast.com. Links Mentioned in This EpisodeElizabeth Walker on LinkedInDear Business Coach Podcast Key Episode HighlightsComedy is a leadership tool—not entertainmentHumor improves communication...

Key Metrics

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Pitches sent
9
From PodPitch users
Rank
#33083
Top 66.2% by pitch volume (Rank #33083 of 50,000)
Average rating
4.9
Ratings count may be unavailable
Reviews
60
Written reviews (when available)
Publish cadence
Weekly
Occasional
Episode count
2K
Data updated
Feb 10, 2026
Social followers
1.2K

Public Snapshot

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Country
Singapore
Language
English
Language (ISO)
Release cadence
Weekly
Latest episode date
Wed Dec 17 2025

Audience & Outreach (Public)

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Audience range
8K–20K / month
Public band
Reply rate band
20–35%
Public band
Response time band
30+ days
Public band
Replies received
21–50
Public band

Public ranges are rounded for privacy. Unlock the full report for exact values.

Presence & Signals

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Social followers
1.2K
Contact available
Yes
Masked on public pages
Sponsors detected
Yes
Guest format
Yes

Social links

No public profiles listed.

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Audience & Growth
Demo to unlock
Monthly listeners49,360
Reply rate18.2%
Avg response4.1 days
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Contact preview
j***@hidden
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Sponsor signals
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Sponsor mentionsLikely
Ad-read historyAvailable
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How To Pitch The Thoughtful Entrepreneur

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4.9 / 5
RatingsN/A
Written reviews60

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Frequently Asked Questions About The Thoughtful Entrepreneur

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What is The Thoughtful Entrepreneur about?

You’re gonna love this DAILY, commercial-free entrepreneur spotlight show. We feature CEOs and founders of 6-9 figure B2B companies. Agencies, coaches, consultants, and other leaders share not only their success stories - but their advice for business leaders focused on business growth. You’re going to hear real stories from real people all in 15-25 minutes time - perfect for your commute. On this podcast, your host, Josh Elledge encourages entrepreneurs to share not only their expertise but their stories and their hearts. We believe that every person has a unique message which can positively impact the world. Even YOU! If you’d like to be featured on The Thoughtful Entrepreneur, apply here: https://UpMyInfluence.com/guest/

How often does The Thoughtful Entrepreneur publish new episodes?

Weekly

How many listeners does The Thoughtful Entrepreneur get?

PodPitch shows a public audience band (like "8K–20K / month"). Book a demo to unlock exact audience estimates and how we calculate them.

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Which podcasts are similar to The Thoughtful Entrepreneur?

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