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#2747Sheppard's The Legit Ledger63.0 / 100Get badge
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Sheppard's The Legit Ledger

Hosted by Sheppard

The Legit Ledger is a podcast providing insights and practical tips on blockchain-related legal issues. Join Sheppard's Blockchain team and their guests as they discuss legal issues resulting from blockchain technologies and business models and practical solutions for keeping their use legit, including NFTs, DAO's and…

21 episodes · publishes fortnightly · latest 2023-09-05 · ~23 min/episode

Rank

#2747

Substance

63.0

/ 100

Breakdown

Scored 2026-07
Updated monthly

AI & Data rank

#262 of 495

Best B2B AI & Data Podcasts →

Across the index

#2747 of 6182

Substance

Top 44%

outscores 56% of the index

Why it scores where it does

Sheppard's The Legit Ledger ranks #2747 on The B2B Podcast Index with a substance score of 63.0 out of 100, scored across 1 recent episode. It scores highest on guest caliber and specificity & evidence. Jim Gatto is a legitimate practitioner - senior partner, 20+ years AI legal work, adjunct professor - with real client-facing experience on the specific issues discussed. However, this is a law firm's own marketing podcast with an internal guest, and he speaks as an advisor rather than as an operator who has built or scaled AI-driven businesses.

The five-dimension breakdown

Averaged across 1 recently scored episode, with cited evidence.

Insight Density

13.0 / 20

The episode covers real legal risk categories (copyright non-protectability of AI output, algorithmic disgorgement, API vs. website input distinctions) but moves slowly, with extensive throat-clearing and high-level framing. A few actionable nuggets exist but are buried in repetitive recaps and obvious advice like 'read the terms of service.'

“if you run into the remedy that the FCC imposed of what's called algorithmic disgorgement, where you have to delete your models and algorithms, if they were trained on data, you didn't have a right to use, that wipes out the value of those tools”

“if you're using the API, they'll treat your information as confidential and they won't use it to train models. If you do it through the website, they're going to use it”

Originality

10.0 / 20

The content is a standard law-firm-style legal overview of AI risks - copyright, confidentiality, EU AI Act, open source compliance - all widely circulated topics with no contrarian framing, first-principles argument, or unexpected angle. The algorithmic disgorgement point is the only moderately underexplored concept.

“there's many lawyers who are talking about what the legal issues are, we're going to cover not just the issues, but some of the ways that companies can manage these issues”

“a lot of lawyers who are kind of new to the field and are getting up to speed don't feel like they have a good handle on the issues. And so they do what a lot of lawyers do, and they say, don't use it”

Guest Caliber

15.0 / 20

Jim Gatto is a legitimate practitioner - senior partner, 20+ years AI legal work, adjunct professor - with real client-facing experience on the specific issues discussed. However, this is a law firm's own marketing podcast with an internal guest, and he speaks as an advisor rather than as an operator who has built or scaled AI-driven businesses.

“I've been working on AI for over 20 years”

“He is co-leader of the firm's artificial intelligence team and is leader of the open source team”

Specificity & Evidence

15.0 / 20

A handful of concrete, named examples elevate the episode above pure abstraction: the EverAlbum FTC algorithmic disgorgement case, Getty Images' watermark-in-output exhibit, Adobe's indemnity position, and the OpenAI API vs. website terms distinction. However, many claims remain vague ('tens and hundreds of millions of dollars') and the legal landscape overview is mostly illustrative rather than data-driven.

“a company called EverAlbum that had a photo app where you could upload pictures... they ended up over time using those images to train a model to create facial recognition technology... the remedy was they had to delete all of the models and algorithms”

“Getty Images has filed where one of the exhibits is the fact that they're alleging that the AI model was trained on Getty images that were watermarked images... they have output that shows the watermark on it”

Conversational Craft

10.0 / 20

The host, a junior associate, asks mostly setup and summary questions with no meaningful pushback, probing, or follow-up on contested points. Questions like summarizing 'big umbrellas' or asking Jim to confirm his own framing dominate; the format is closer to a structured monologue than a real conversation.

“So is it safe to say big umbrellas to worry about here are copyright, confidentiality, licenses, and I believe the last one was, and I think indemnity was the fourth one”

“Right. And that ends to be the story of the US regulatory landscape”

Standout episodes

  • Plunging Into the Future: What Companies Need to Know as They Embrace AI

    2023-09-05

    63

Rank over time

First period on the Index - history builds from here.

Episodes

1 scored on substance · 21 tracked in total.

  • Plunging Into the Future: What Companies Need to Know as They Embrace AI

    2023-09-05 · 34 min

    63 / 100

Frequently asked

What is Sheppard's The Legit Ledger's substance score?
Sheppard's The Legit Ledger scores 63.0 out of 100 for substance and ranks #2747 on The B2B Podcast Index. That puts it ahead of 56% of the B2B podcasts we rank and #262 of 495 in AI & Data. The score reflects insight density, originality, guest caliber, specificity and conversational craft across recent episodes - not downloads.
Is Sheppard's The Legit Ledger worth listening to?
Yes - Sheppard's The Legit Ledger outscores 56% of the B2B ai & data podcasts and shows we rank on substance, so a ai & data operator is likely to come away with something useful.
Who hosts Sheppard's The Legit Ledger?
Sheppard's The Legit Ledger is hosted by Sheppard.
How often does Sheppard's The Legit Ledger publish?
Sheppard's The Legit Ledger publishes fortnightly, has 21 episodes, released its most recent episode on 2023-09-05.
Which Sheppard's The Legit Ledger episode should I start with?
Our highest-scoring recent episode is "Plunging Into the Future: What Companies Need to Know as They Embrace AI" (63/100) - a good place to start.

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Guests who've appeared

Jim Gatto

Topics this show covers

The themes that come up most across this show's episodes.

ChatGPTgenerative AIGetty ImagesAdobeCopyright Officeopen-source licensingCopyright infringementFair use defenseAI code generatorsGPL

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