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Index/Marketing/Do This, NOT That: Marketing Tips with Jay Schwedelson
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What’s Up THIS WEEK?! NEW! LinkedIn CHANGE! Anthropic PROBLEM? Goodbye ‘Work Email’? | Ep. 528

Do This, NOT That: Marketing Tips with Jay Schwedelson · 2026-06-23 · 10 min

0:00--:--

Key moments - from our scoring

Substance score

20 / 100

Five dimensions, 20 points each

Insight Density7 / 20
Originality5 / 20
Guest Caliber0 / 20
Specificity & Evidence8 / 20
Conversational Craft0 / 20

This episode tackles three timely marketing and tech developments with direct implications for B2B operators. First, LinkedIn is rolling out GIF support in comments, a feature that amplifies engagement since comments receive significant impressions and multiple comment threads drive higher visibility. Second, Anthropic faces a class action lawsuit stemming from a user who upgraded to Claude Max ($200/month) expecting 20X usage increases but only received 6X, highlighting emerging issues around AI tool pricing transparency and usage claims. Third, World Data Research reports a 27% year-over-year decline in forms requiring work email addresses, driven by two factors: marketers now prefer consumer emails for better ad retargeting match rates on platforms like Instagram, TikTok, and LinkedIn, and brands that accept consumer emails build goodwill with job-seekers learning new skills who later become decision-makers at new employers. Schwedelson frames the work-email shift as both a data-driven move and a customer empathy play.

Key takeaways

  • →LinkedIn's new GIF comment feature increases engagement reach since comments receive substantial impressions, making visual reactions more valuable for visibility than before.
  • →The Anthropic Claude Max lawsuit signals an emerging pattern of class action disputes over AI pricing transparency and usage claims that marketers should monitor closely.
  • →Accepting consumer email addresses instead of requiring work emails improves ad retargeting performance and builds brand loyalty with future decision-makers currently between jobs.
  • →A 27% year-over-year drop in work-email-only forms reflects shifting marketer priorities toward consumer data for retargeting effectiveness.
  • →Dropping work-email requirements is both a retention strategy and a form completion optimization tactic.

In this episode

  1. 1LinkedIn GIFs in Comments Feature Rollout
  2. 2Anthropic Class Action Lawsuit Over Claude Max Usage Claims
  3. 3Decline in Work Email Requirements on Forms
  4. 4CallRail Attribution Solution Sponsor Message
  5. 5Netflix Movie and Entertainment Recommendations
  6. 6Jay Schwedelson Book Success and Cancer Charity Fundraising

Mentioned

LinkedInAnthropicClaudeClaude MaxClaude ProChatGPTGeminiCallRailNetflixJay SchwedelsonV FoundationUSA Today

Topics in this episode

Retargeting adsClaude ProLinkedIn GIFs in commentsAnthropic Claude MaxWorld Data Researchwork email vs consumer emailforms and email captureInstagram retargetingTikTok retargetingConnected TV advertising

Questions this episode answers

What is the new LinkedIn GIF feature and when is it rolling out?

LinkedIn is rolling out the ability to add GIF reactions in comments on posts, available on mobile and desktop by the end of this week and next week. This differs from GIF posts, which have been available longer, but matters more for comments since they receive significant impressions.

What is the Anthropic Claude Max lawsuit about?

A user sued Anthropic after upgrading to Claude Max ($200/month) expecting a 20X increase in usage compared to Claude Pro, but only received approximately 6X, raising questions about AI pricing transparency and advertised usage claims.

Why are companies dropping work email requirements from forms?

Companies are dropping work-email-only requirements for two reasons: consumer emails improve retargeting ad match rates on platforms like LinkedIn and TikTok, and accepting consumer emails builds loyalty with job-seekers who later become influential decision-makers at new employers.

What data backs the shift away from work email requirements?

World Data Research found a 27% year-over-year drop in work-email-only requirements across over 300 company pages, showing a clear trend toward accepting consumer email addresses.

What our scoring noted

Our reviewer’s read on each dimension, with quotes from the episode.

Insight Density

7 / 20

The episode touches on three potentially substantive topics (LinkedIn GIFs, Anthropic class action, work email removal in forms) but treats each with surface-level analysis and minimal depth. The host moves rapidly between topics without digging into implications or providing actionable frameworks. Most time is spent on personal anecdotes and self-promotion rather than substantive insights.

there's been a year over year drop in the number of forms requiring you to put in your work email address
it's more valuable for these brands, business to business, doesn't matter to have your consumer email address for that remarketing and retargeting than your business email address

Originality

5 / 20

The observations presented are largely surface-level summaries of existing news items without contrarian or first-principles analysis. The work email insight about hiring transitions is somewhat useful but is presented as personal opinion rather than novel research. Most content rehashes LinkedIn features and public lawsuit information without original framing.

when they get that new job... What do you think happens when you get a new job? New broom sweeps clean in terms of suppliers, vendors, and their martech stack
GIFs in comments matters because comments are getting a tremendous amount of impressions

Guest Caliber

0 / 20

This is a solo host episode with no guest interview. The host discusses news and personal opinions but does not bring on any practitioner, founder, or operator to provide credibility or depth on the topics covered.

We are back for What's Up This Week from the Do This, Not That podcast

Specificity & Evidence

8 / 20

The episode includes some specific data points (LinkedIn GIFs rollout timing, Anthropic Claude Max pricing at $200/month vs 6X vs 20X usage, World Data Research analysis of 300+ companies with 27% drop in work email requirements), but lacks precision on most claims. No names of companies affected, no links to research, and many assertions stated without source attribution or detail.

Claude Max is two hundred dollars a month
analyzing over three hundred, uh, companies', uh, pages

Conversational Craft

0 / 20

This is a solo monologue format with no guest to interview, no back-and-forth dialogue, and no opportunity for the host to demonstrate questioning depth or productive disagreement. The host largely self-broadcasts with tangential personal commentary rather than engaging in substantive conversation.

We are back for What's Up This Week from the Do This, Not That podcast

Conversation analysis

Computed from the transcript - who did the talking, and the words that came up most.

Most-used words

address12claude9email9gifs8access7love7number6callrail6movie6linkedin5cause5comments5class4action4world4telling4

Episode notes

Partner with Jay: ㅤ Pre-order Jay Schwedelson's new book, Stupider People Have Done It (out June 9, 2026). All net proceeds are donated to The V Foundation for Cancer Research, let's kick cancer's butt: ㅤ

Full transcript

10 min

Transcribed and scored by The B2B Podcast Index.

We are back for What's Up This Week from the Do This, Not That podcast, and there's a lot of cool stuff going on. This thing from LinkedIn that just got announced, I'm a loser 'cause I'm very excited about this. And what it is that just got announced is that you are now gonna be able to put GIFs in comments. Wow, is that dork that I care about this.

What that means is you're on somebody's feed, they do a post, and now you can put a GIF in as a reaction. This is gonna be on, on our app, on the mobile device, this is gonna be on desktop. I don't yet have access to it. They are rolling it out, so I believe by the end of this week and next week we're all gonna be able to put GIFs in, uh, reactions to comments.

Now, we've always been... Not always, but for a while, people don't realize you could actually put GIFs, uh, in your post. That's actually been available for a while, but the GIFs in comments matters because comments are getting a tremendous amount of impressions, right? So now layering in GIFs, it's actually gonna allow whatever it is that you are saying in that comment, and leaving multiple comments, to actually get you a lot more exposure.

So I obviously have no life, but the fact that Linked- LinkedIn GIFs or GIFs, I don't care how you say it, is now rolling out, this is a new feature that just happened this week. I'm very excited about this, and if you already have it, you should leave a, a, a, a, a, a GIF in whatever it is that I post 'cause I love GIFs 'cause I have no friends. So the other thing that's going on that I think is super interesting is something going on with Anthropic. There is a new class action lawsuit against Anthropic.

Now, Anthropic is the company that of course does Claude, right? I love Claude. Claude's great. I love Gemini.

I love ChatGPT. Love all of them. Claude's great. Why is there a class action suit?

Well, there's a class action suit that just came out this week that, um, this started out with this one dude who was paying for Claude Max. That's when you pay two hundred dollars a month, and you get twenty times the usage of just Claude Pro. Now, here's the problem is, when we're all now paying for access to these AI tools, and it says you get this amount of usage or whatever, we really have no idea how much usage that is. And so what happened is this dude, okay, he upgraded from Claude Pro to Claude Max, thinking that he was gonna be getting, like, twenty x increase on what he was doing 'cause he ended up...

Now, Claude Max is two hundred dollars a month. But the problem is, is after an analysis, he was only getting 6X increase, okay, when he thought he was gonna get 20X increase. And I believe this is the world that we are now in, okay? Where, um, it's no longer, you know, is AI telling me the truth or not telling me the truth?

That's a whole other thing. But I believe there is gonna be more and more of these class action lawsuits about, "Hey, I'm paying for this with this AI thing, and it's actually not giving me the stuff that the AI thing is telling me that I have access to." So I think this is a really interesting, uh, case to watch because, uh, who el - I'm not analyzing how much access I have or whatever. Now, another thing that I think in the world of email, well, it's really more, uh, forms and email and whatever, that I think is great, is that World Data Research came out with data this week that, uh, when you go to a form to fill out a form, there's been a year over year drop in the number of forms requiring you to put in your work email address.

You know, you go to a form, you try to download a thing or subscribe for a thing, and you put in a Gmail address, and it says, "No, no, no, no, no, that needs to be your work email address." Right? Well, year over year, analyzing over three hundred, uh, companies', uh, pages that, uh, are r- that require, okay, you to put your work email address in, year over year, that has dropped by 27 that those same companies are now no longer requiring your work email address, and there's two reasons why this is great.

Number one, the reason that they're not requiring it is because in order to run paid ads on things like Instagram or TikTok or LinkedIn or Connected TV, to have the highest match rate when you're running these retargeting and remarketing ads, it's a match that usually happens against consumer address. Because when you register with LinkedIn, you are registering with your consumer address, right? And so when people wanna run retargeting or remarketing campaigns, uh, it's more valuable for these brands, business to business, doesn't matter to have your consumer email address for that remarketing and retargeting than your business email address.

But the other reason, and this is how I've always felt, this is my soapbox. People that are out of a job right now, and they're, they're using their, their consumer address, their Gmail, Yahoo, whatever address, okay? They're going to get another job, and while they're out of a job, they're trying to better themselves. Okay?

They're trying to learn things, and when your brand is allowing them to attend the webinar, to download the tip sheet, to get access to whatever, they're gonna remember that. And when they get that new job... What do you think happens when you get a new job? New broom sweeps clean in terms of suppliers, vendors, and their martech stack.

They're gonna think about those organizations that gave them access to that content while they were looking for a job. So this is a triple, double, whatever win. So if you're still only requiring work email address, I think that that is a fail. All right, before we get into some nonsense here, I want to let you know this episode is sponsored by CallRail.

Now, you're saying, "Oh, CallRail, they do call stuff." Listen, CallRail is about attribution, and they have a free trial. You are ridiculous if you're not taking advantage of this thing. If you wanna know your marketing spend and how it's working and how people are coming in from these forms, from these calls, from these emails, from this whatever, CallRail is that solution.

I use it. It's incredible. If you want access to the free trial, just go to callrail.com/dothis, callrail.

com/dothis. You can get a free trial of this attribution stuff, which is awesome. All right, let's get into some ridiculous things. So speaking of awesome I watched a movie on Netflix, and it is called Voicemails for Isabelle.

I think it's the number one movie. I don't know if it's the number one movie. It should be the number one movie. It is great, okay?

Voicemails for Isabelle on Netflix. It is like a Hallmark movie, but one step elevated, okay? There's no, like, cursing, there's no bad stuff. It's a really great story, and I don't understand.

I love the Hallmark Channel. Why do we not have more movies that are, like, just Hallmark stuff, just elevated? Why do we need, like, horror movies? Why do we need to always be fighting aliens?

This is a great movie. Voicemails from Ab- Isabelle, I give two thumbs up. The other thing I have two thumbs up is I watched the reunion of The Real Housewives from Rhode Island. You don't care.

But I am telling you, this is the greatest Real Housewives of all time. Real Housewives of Rhode Island reunion was great. What else is going on? I know all the World Cup excitement is going on.

Um, I don't know what to do about that. I know very, very little about soccer/football. But I do know that people from other countries are, like, taking over our cities and celebrating, which is amazing. I love seeing people from, like, Norway taking over Boston or whatever.

I think it's so cool. So, um, I'm all in. Let's go. Let's go USA.

Let's do the thing. And oh, last thing, my book came out, Stupider People Have Done It. Now, here's the weirdest, wildest thing. I wrote this book about marketing tips, whatever, and yes, all of the, uh, proceeds are going to the V Foundation for Cancer research.

And I put out on my LinkedIn that between the book sales and this event stuff that we do, we've now raised $130,000 for the V Foundation 'cause everybody out there went out and bought this book. And if you haven't, please do. All the net author proceeds are going to the V Foundation. But the wildest thing was, um, and this is not an ego stroke for me, I was stoked.

It just means everybody out there is so great and they wanna kick cancer's butt. Stupider People Have Done It. Last week it came out, uh, on the USA Today. USA Today best-seller list.

They put out the top 100 books. There's 40 million books in circulation, okay? And the USA Today list came out, and, uh, Stupider People Have Done It was number 87. What is going on?

That is wild. So if you haven't gotten a copy, grab Stupider People Have Done It. We're gonna kick cancer's butt. You're awesome, and then leave me some gifts in this thing because I'm now excited about all of this.

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