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The Diligent Observer Podcast

EntrepreneurshipPodcastsBusinessInvestingENunited-statesDaily or near-daily
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Helping angel investors see what most miss.&nbsp;Want more? Get essential angel intel in 5 min with The Diligent Observer Newsletter: your weekly shortcut to vetted deals and expert takes.&nbsp;https://www.thediligentobserver.com/<a href="https://thediligentobserver.substack.com?utm_medium=podcast">https://feeds.buzzsprout.com/2459970.rss</a>&nbsp;
Top 64.9% by pitch volume (Rank #32437 of 50,000)Data updated Feb 10, 2026

Key Facts

Publishes
Daily or near-daily
Episodes
63
Founded
N/A
Category
Entrepreneurship
Number of listeners
Private
Hidden on public pages

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Public snapshot
Audience: N/A
Canonical: https://podpitch.com/podcasts/the-diligent-observer-podcast
Cadence: Active weekly
Reply rate: Under 2%

Latest Episodes

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Replay: The 3 T’s of Early Stage Investing | Larry Warnock, Partner Emeritus at Ring Ventures (Episode 16)

Thu Feb 05 2026

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Today's episode explores three ideas that caught my attention:     Execution defines greatness - Larry's conviction that the "best tech doesn't always win" challenges a LOT of assumptions we commonly hold – for example the Mars Rover example made me reconsider how often we confuse technical superiority with market dominance. The pivot paradox - Larry nearly passed on companies that became massive successes because he couldn't see the TAM evolution. This tension between betting on founders versus understanding how markets evolve is TOUGH.  Cap table complexity kills deals - Hearing Larry describe VCs passing because unwinding angel side letters isn't worth the hassle was sobering. Angels often optimize for individual upside while inadvertently destroying company-wide value. Larry Warnock is the Founding Partner and current Partner Emeritus of Ring Ventures and a veteran investor with over 70 investments across early-stage technology companies. As a former CEO who led multiple successful startups to acquisition or IPO - including Gazzang (acquired by Cloudera) and Phurnace (acquired by BMC Software) - Larry brings rare operational perspective to venture investing. His experience spanning both sides of the table, from Silicon Valley to Texas, gives him unique insight into what separates winning investments from costly mistakes in the angel ecosystem. During our conversation, Larry shares:  His 'Three T's' framework: TAM, Tech, and Team for evaluating investment opportunities The importance of the team in the success of a venture The stories of missed investment opportunities and lessons learned Advises on the pitfalls of complicated cap tables and emphasizes the benefits of SAFE notes for angel investments The conversation highlights the importance of building relationships with founders early Current VC investment trends including the resurgence of hardware and AI applications His insights on how angels can add value beyond financing His advise for angel investors on leveraging research and trends to make informed investment decisions The recounts of the more unusual pitches he's encountered, including one for recreating the woolly mammoth.Connect with Larry  LinkedIn Know someone who would enjoy this episode? Share it with them! P.S. Your feedback is important to me. Also, it tells the algorithms to pay more attention, which helps me out a lot. If you enjoyed this episode, hit the "like" button or leave a comment with your thoughts. Want more? Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. Check out the entire show library and follow via Apple Podcasts, Spotify, and YouTube. Connect with Andrew LinkedIn | X | Angel Ops E-Book All opinions are personal and may not reflect the views of The Diligent Observer. Not investment advice.

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Today's episode explores three ideas that caught my attention:     Execution defines greatness - Larry's conviction that the "best tech doesn't always win" challenges a LOT of assumptions we commonly hold – for example the Mars Rover example made me reconsider how often we confuse technical superiority with market dominance. The pivot paradox - Larry nearly passed on companies that became massive successes because he couldn't see the TAM evolution. This tension between betting on founders versus understanding how markets evolve is TOUGH.  Cap table complexity kills deals - Hearing Larry describe VCs passing because unwinding angel side letters isn't worth the hassle was sobering. Angels often optimize for individual upside while inadvertently destroying company-wide value. Larry Warnock is the Founding Partner and current Partner Emeritus of Ring Ventures and a veteran investor with over 70 investments across early-stage technology companies. As a former CEO who led multiple successful startups to acquisition or IPO - including Gazzang (acquired by Cloudera) and Phurnace (acquired by BMC Software) - Larry brings rare operational perspective to venture investing. His experience spanning both sides of the table, from Silicon Valley to Texas, gives him unique insight into what separates winning investments from costly mistakes in the angel ecosystem. During our conversation, Larry shares:  His 'Three T's' framework: TAM, Tech, and Team for evaluating investment opportunities The importance of the team in the success of a venture The stories of missed investment opportunities and lessons learned Advises on the pitfalls of complicated cap tables and emphasizes the benefits of SAFE notes for angel investments The conversation highlights the importance of building relationships with founders early Current VC investment trends including the resurgence of hardware and AI applications His insights on how angels can add value beyond financing His advise for angel investors on leveraging research and trends to make informed investment decisions The recounts of the more unusual pitches he's encountered, including one for recreating the woolly mammoth.Connect with Larry  LinkedIn Know someone who would enjoy this episode? Share it with them! P.S. Your feedback is important to me. Also, it tells the algorithms to pay more attention, which helps me out a lot. If you enjoyed this episode, hit the "like" button or leave a comment with your thoughts. Want more? Get essential angel intel straight to your inbox every week with The Diligent Observer Newsletter. Check out the entire show library and follow via Apple Podcasts, Spotify, and YouTube. Connect with Andrew LinkedIn | X | Angel Ops E-Book All opinions are personal and may not reflect the views of The Diligent Observer. Not investment advice.

Key Metrics

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Pitches sent
10
From PodPitch users
Rank
#32437
Top 64.9% by pitch volume (Rank #32437 of 50,000)
Average rating
N/A
Ratings count may be unavailable
Reviews
N/A
Written reviews (when available)
Publish cadence
Daily or near-daily
Active weekly
Episode count
63
Data updated
Feb 10, 2026
Social followers
3.2K

Public Snapshot

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Country
United States
Language
English
Language (ISO)
Release cadence
Daily or near-daily
Latest episode date
Thu Feb 05 2026

Audience & Outreach (Public)

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Audience range
Private
Hidden on public pages
Reply rate band
Under 2%
Public band
Response time band
Private
Hidden on public pages
Replies received
Private
Hidden on public pages

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

Presence & Signals

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Social followers
3.2K
Contact available
Yes
Masked on public pages
Sponsors detected
Private
Hidden on public pages
Guest format
Private
Hidden on public pages

Social links

No public profiles listed.

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Audience & Growth
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Monthly listeners49,360
Reply rate18.2%
Avg response4.1 days
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Sponsor mentionsLikely
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Frequently Asked Questions About The Diligent Observer Podcast

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What is The Diligent Observer Podcast about?

Helping angel investors see what most miss.&nbsp;Want more? Get essential angel intel in 5 min with The Diligent Observer Newsletter: your weekly shortcut to vetted deals and expert takes.&nbsp;https://www.thediligentobserver.com/<a href="https://thediligentobserver.substack.com?utm_medium=podcast">https://feeds.buzzsprout.com/2459970.rss</a>&nbsp;

How often does The Diligent Observer Podcast publish new episodes?

Daily or near-daily

How many listeners does The Diligent Observer Podcast get?

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