Do This, NOT That: Marketing Tips with Jay Schwedelson

Partner with Jay: https://www.jayschwedelson.com/contact

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Check out Jay Schwedelson's new book: Stupider People Have Done It

All net proceeds are donated to The V Foundation for Cancer Research, let's kick cancer's butt: https://www.amazon.com/Stupider-People-Have-Done-Marketing/dp/1637635206

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Subscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletter

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Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.com

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Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.com

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Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/

Check out Jay's YouTube channel: https://www.youtube.com/@schwedelson

Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/

Ask Jay anything: https://www.jayschwedelson.com/ask

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Leave a comment and follow the show, it really helps us out!

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Register for Guru Conference at guruconference.com to catch Chase’s session on building your newsletter faster with AI. Find Chase Dimond, spelled D-I-M-O-N-D, on all social platforms.

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Hosting a guest three times is rare enough, but this visit stands out for how Chase Dimond, one of the best-known copywriters in email, now writes his newsletter. Voice notes, a running spreadsheet, and a back-and-forth between ChatGPT and Claude get each edition drafted in about 15 minutes, and then AI builds the whole thing inside his ESP. Jay Schwedelson wanted to know if that means AI writes it, and Chase Dimond explains why it doesn’t, starting with one word he refuses to let through.

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Best Moments:

(01:37) Masked opens, AI summaries, and bot clicks have made email harder than ever

(03:30) A hidden link in the email separates bot clicks from real humans

(05:19) Every edition starts with voice notes and a running spreadsheet of ideas

(07:31) Claude builds the finished email inside Omnisend, alt text and compressed images included

(10:54) The word Chase has banned from AI drafts because it gives the game away

(13:09) A text-based AI assistant now drafts Chase’s inbox replies in his own voice

Partner with Jay: https://www.jayschwedelson.com/contact

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Check out Jay Schwedelson's new book: Stupider People Have Done It

All net proceeds are donated to The V Foundation for Cancer Research, let's kick cancer's butt: https://www.amazon.com/Stupider-People-Have-Done-Marketing/dp/1637635206

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Subscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletter

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Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.com

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Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.com

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Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/

Check out Jay's YouTube channel: https://www.youtube.com/@schwedelson

Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/

Ask Jay anything: https://www.jayschwedelson.com/ask

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Leave a comment and follow the show, it really helps us out!

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If your LinkedIn numbers fell off a cliff this month and you started second-guessing every hook you’ve ever written, take a breath. Jay Schwedelson makes the case that something funky is going on with the reporting, not your content. He also points to free test money most marketers walk right past. It’s a quick, practical gut check with a little TV confessional on the side.

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Best Moments:

(00:30) Most marketers have no idea there’s roughly $500 in free ad dollars waiting on major platforms

(01:37) The exact AI prompt that finds and claims free ad credits on any platform

(02:45) LinkedIn impressions are down massively, and it’s not a you problem

(03:29) Why Jay thinks the LinkedIn drop is a reporting glitch since engagement is holding strong

(04:15) Instagram is rolling out 15-minute horizontal videos and could steal YouTube’s podcast crown

(05:58) The romantic drama that has Jay hiding behind a pillow

Partner with Jay: https://www.jayschwedelson.com/contact

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Check out Jay Schwedelson's new book: Stupider People Have Done It

All net proceeds are donated to The V Foundation for Cancer Research, let's kick cancer's butt: https://www.amazon.com/Stupider-People-Have-Done-Marketing/dp/1637635206

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Subscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletter

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Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.com

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Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.com

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Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/

Check out Jay's YouTube channel: https://www.youtube.com/@schwedelson

Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/

Ask Jay anything: https://www.jayschwedelson.com/ask

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Leave a comment and follow the show, it really helps us out!

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Check out the new Bathroom Break podcast with Jay Schwedelson and Daniel Murray on Apple and Spotify.

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Follow Daniel on LinkedIn and check out The Marketing Millennials podcast for sharp, no-fluff marketing insights. Subscribe to Ari Murray’s newsletter at gotomillions.co for sharp, actionable marketing insights.

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Your buyers are counting every dollar right now, and a plain percent-off discount isn’t pulling the weight it used to. Jay Schwedelson and Daniel Murray get into what actually earns a yes when budgets are tight, and they have zero patience for anyone promising guaranteed AI visibility for a fee. It’s quick, practical, and also includes a Harry Potter name game that goes very badly for one of them.

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Best Moments:

(03:29) Why framing your offer as “the cost of two lattes” can beat a straight 20% off

(04:26) Pitching your product as a must-buy wishlist item, or a 2027 budget line for B2B

(06:46) Why your pinned comment should keep changing long after the post goes live

(08:59) An Ahrefs study on schema markup that pokes a hole in paid AI visibility promises

(10:37) The incognito browser check to run before trusting anyone’s AI visibility results

(12:31) A Masked Singer segment for Marketingland gets pitched, with Ken Jeong as the dream judge

Partner with Jay: https://www.jayschwedelson.com/contact

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Check out Jay Schwedelson's new book: Stupider People Have Done It

All net proceeds are donated to The V Foundation for Cancer Research, let's kick cancer's butt: https://www.amazon.com/Stupider-People-Have-Done-Marketing/dp/1637635206

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Subscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletter

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Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.com

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Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.com

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Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/

Check out Jay's YouTube channel: https://www.youtube.com/@schwedelson

Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/

Ask Jay anything: https://www.jayschwedelson.com/ask

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Leave a comment and follow the show, it really helps us out!

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Download Wunderkind’s free report, The Battle for the BFCM Shopper, and connect with Daniela Cubillos on LinkedIn.

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Holiday shoppers have gotten very good at gaming brands, and a lot of the classic Black Friday playbook is quietly paying for it. Jay Schwedelson digs into fresh Wunderkind data with Daniela Cubillos to find where holiday budgets are leaking and what gets someone to buy when another discount won’t. If your BFCM plan is basically bigger coupons and more retargeting, this one is worth your time.

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Best Moments:

(01:45) Retargeting eats the most budget, but a tiny 24-hour window leaves a leaky funnel

(04:04) 40% of holiday shoppers abandon carts on purpose and wait for the discount email

(05:03) Why time-boxed offers and staggered drops beat stacking another discount

(06:20) One in five shoppers use fake email addresses to pose as first-time buyers

(08:11) Gen X is leaning on AI for shopping research, yet very few checkouts happen there

(10:25) Opening Black Friday in waves so each loyalty tier gets its own early access

Partner with Jay: https://www.jayschwedelson.com/contact

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Check out Jay Schwedelson's new book: Stupider People Have Done It

All net proceeds are donated to The V Foundation for Cancer Research, let's kick cancer's butt: https://www.amazon.com/Stupider-People-Have-Done-Marketing/dp/1637635206

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Subscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletter

ㅤ

Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.com

ㅤ

Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.com

ㅤ

Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/

Check out Jay's YouTube channel: https://www.youtube.com/@schwedelson

Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/

Ask Jay anything: https://www.jayschwedelson.com/ask

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Leave a comment and follow the show, it really helps us out!

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MASSIVE thank you to our Sponsor, CallRail!

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LinkedIn’s new Super Like gives paying members a reaction that might push a post further than any regular like, which raises a fair question about who really controls your reach. Jay Schwedelson sorts out what’s confirmed from what’s still rumor, then flags a couple of small platform changes that could quietly reshape how people engage with your content. After that, he takes a hard left into a three-hour documentary he says he could have watched for ten, plus a streaming chart that makes you wonder what everyone is doing with their free time.

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Best Moments:

(00:33) The Super Like is real, and premium users get a purple star to hand out

(02:30) Pinned comments are back, and they let you steer the whole conversation

(03:17) Instagram Edits now shows what’s trending with your specific audience

(04:34) The five industries with the worst inbox placement, starting with business services

(05:45) You Can See Everything, the three-hour Elizabeth Holmes documentary that somehow feels too short

(07:15) The Big Bang Theory ended seven years ago and still pulled 950 million streaming minutes

Partner with Jay: https://www.jayschwedelson.com/contact

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Check out Jay Schwedelson's new book: Stupider People Have Done It

All net proceeds are donated to The V Foundation for Cancer Research, let's kick cancer's butt: https://www.amazon.com/Stupider-People-Have-Done-Marketing/dp/1637635206

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Subscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletter

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Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.com

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Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.com

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Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/

Check out Jay's YouTube channel: https://www.youtube.com/@schwedelson

Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/

Ask Jay anything: https://www.jayschwedelson.com/ask

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Leave a comment and follow the show, it really helps us out!

ㅤ

Check out the new Bathroom Break podcast with Jay Schwedelson and Daniel Murray on Apple and Spotify.

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Follow Daniel on LinkedIn and check out The Marketing Millennials podcast for sharp, no-fluff marketing insights. Subscribe to Ari Murray’s newsletter at gotomillions.co for sharp, actionable marketing insights.

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Google is cracking down on lazy AI content, but the AI tools themselves still love a cheesy listicle and ignore any page you haven’t touched in a year. Jay Schwedelson calls it the 1995 version of the internet, and Daniel Murray shares a retargeting text that actually got him to click. There’s also a Halloween rant about parents using babies as candy spokespeople, and a skincare mishap that had half of Instagram worried about Jay.

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Best Moments:

(02:43) Google’s latest update flags low-quality AI content, scraped posts, and spammy backlinks

(03:38) Pages that haven’t been updated in a year are two times less likely to be cited by AI tools

(05:35) Why listicles dominate AI citations, even though they feel like a throwback

(06:04) Ahrefs tracked 1,900 pages and found adding schema did nothing for AI visibility

(06:46) A retargeting text with a 2:00 PM deadline that really expired, and why that works

(08:09) Retargeting is one of the most cost-effective channels if you treat it as its own program

Partner with Jay: https://www.jayschwedelson.com/contact

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Check out Jay Schwedelson's new book: Stupider People Have Done It

All net proceeds are donated to The V Foundation for Cancer Research, let's kick cancer's butt: https://www.amazon.com/Stupider-People-Have-Done-Marketing/dp/1637635206

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Subscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletter

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Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.com

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Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.com

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Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/

Check out Jay's YouTube channel: https://www.youtube.com/@schwedelson

Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/

Ask Jay anything: https://www.jayschwedelson.com/ask

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Leave a comment and follow the show, it really helps us out!

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Follow Courtney Dagher on LinkedIn, and secure your budget now for UNBOUND 2027, with tickets going on sale Cyber Monday at unbound.hubspot.com.

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Nobody graduates with a degree in British Victorian history and literature planning to run one of the biggest marketing events in the world, but that's exactly where Courtney Dagher landed. She and Jay Schwedelson get into what makes someone feel like they genuinely can't miss an event, and why the answer has less to do with the agenda than you'd think. It's an honest, funny look behind the curtain from someone who still gets a rush from thousands of people and zero sleep.

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Best Moments:

(02:23) How a Harvard history grad with no tech background talked her way into HubSpot

(07:55) The year and a half of work behind retiring the INBOUND name

(11:56) Why the most successful events are actually boring for the people running them

(12:59) The one thing that gets speaker submissions rejected every time

(15:46) Attendees are tired of hearing about agents and want outcomes instead

(20:07) Execution is the new currency, and why great ideas aren't enough anymore

Partner with Jay: https://www.jayschwedelson.com/contact

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Check out Jay Schwedelson's new book: Stupider People Have Done It

All net proceeds are donated to The V Foundation for Cancer Research, let's kick cancer's butt: https://www.amazon.com/Stupider-People-Have-Done-Marketing/dp/1637635206

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Subscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletter

ㅤ

Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.com

ㅤ

Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.com

ㅤ

Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/

Check out Jay's YouTube channel: https://www.youtube.com/@schwedelson

Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/

Ask Jay anything: https://www.jayschwedelson.com/ask

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Leave a comment and follow the show, it really helps us out!

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Big shoutout to our sponsor, Knak!

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Election season is making your cost per acquisition look terrible, your emails are landing in spam, and your LinkedIn views fell off a cliff. None of that is your fault this month. Jay Schwedelson walks through brand new data on how $11.6 billion in political ad money is quietly wrecking inbox placement and ad pricing, and what to pull out of your reporting before you start blaming the offer. Stick around for the candy corn verdict, which is not up for debate.

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Best Moments:

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(01:19) Political ad spend hits $11.6 billion this cycle, more than the last presidential race

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(02:08) Thirteen states soak up over 70% of that spend, and your cost per acquisition there is paying for it

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(03:28) New Validity data shows inbox placement dropping more than 5% the week before election day

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(04:44) Why November 3rd is the worst possible day to launch a sale or run a webinar

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(05:41) LinkedIn impressions and video views cratering across the board, and why that is not a you problem

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(07:58) The candy corn rant that ends with a full prosecution and no witnesses for the defense

Partner with Jay: https://www.jayschwedelson.com/contact

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Check out Jay Schwedelson's new book: Stupider People Have Done It

All net proceeds are donated to The V Foundation for Cancer Research, let's kick cancer's butt: https://www.amazon.com/Stupider-People-Have-Done-Marketing/dp/1637635206

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Subscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletter

ㅤ

Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.com

ㅤ

Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.com

ㅤ

Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/

Check out Jay's YouTube channel: https://www.youtube.com/@schwedelson

Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/

Ask Jay anything: https://www.jayschwedelson.com/ask

ㅤ

Leave a comment and follow the show, it really helps us out!

ㅤ

Check out the new Bathroom Break podcast with Jay Schwedelson and Daniel Murray on Apple and Spotify.

ㅤ

Follow Daniel on LinkedIn and check out The Marketing Millennials podcast for sharp, no-fluff marketing insights. Subscribe to Ari Murray’s newsletter at gotomillions.co for sharp, actionable marketing insights.

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Twelve sugars and four creams in a coffee ordered at night on a JetBlue flight is a lot to process, but the marketing in this one is worth staying for. Jay Schwedelson and Daniel Murray explain why October through January rewards a very specific kind of content. They also trade the AI tools they actually use every day, and they make a pointed argument about who should really be nervous about handing their data to AI.

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Best Moments:

(00:51) Why a long voice note is secretly the only read receipt that actually works

(02:17) Gated calendar content sees over a 75% lift from October through the end of January

(04:04) The four words to put in your subject lines and offer titles right now

(06:02) Reverse engineering a Lovable prompt to rebuild a website section in Claude

(08:58) Meta’s Muse spots a duplicate NBA League Pass subscription without being asked

(12:17) The hot take that nobody on earth actually likes black coffee

Partner with Jay: https://www.jayschwedelson.com/contact

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Check out Jay Schwedelson's new book: Stupider People Have Done It

All net proceeds are donated to The V Foundation for Cancer Research, let's kick cancer's butt: https://www.amazon.com/Stupider-People-Have-Done-Marketing/dp/1637635206

ㅤ

Subscribe to Jay's newsletter for weekly marketing tips and tactics: https://www.jayschwedelson.com/newsletter

ㅤ

Register for GuruConference (FREE + VIRTUAL!) https://www.guruconference.com

ㅤ

Check out Eventastic (FREE + VIRTUAL!) https://www.eventastic.com

ㅤ

Connect with Jay on LinkedIn: https://www.linkedin.com/in/schwedelson/

Check out Jay's YouTube channel: https://www.youtube.com/@schwedelson

Check out Jay's Instagram: https://www.instagram.com/jayschwedelson/

Ask Jay anything: https://www.jayschwedelson.com/ask

ㅤ

Leave a comment and follow the show, it really helps us out!

ㅤ

Connect with Louisa Evans on LinkedIn.

See how Hornby Hobbies uses Bloomreach: Hornby Hobbies Achieves Fast ROI With Bloomreach

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Most marketers sit on a mountain of customer data and still guess who to email next. Louisa Evans uses Bloomreach to run a loyalty program built on the same math she once used to design drugs. She's already testing what happens when AI plugs straight into the CDP and picks the next best action for every customer. Jay Schwedelson gets a look at where agentic CRM is headed and why the right setup matters more than a flood of AI ideas.

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Best Moments:

(03:57) A Lorenz curve borrowed from finance turns millions of data points into a clear plan

(08:56) Inside the Bloomreach hackathon and what a read-only MCP can already do

(09:39) Why AI is a massive distraction unless you have a really clear goal

(11:59) An MCP plugged directly into the Bloomreach CDP to find the next best action at scale

(12:22) How Bloomreach clears out data silos so one model can power multiple campaigns at once

(13:36) Why agentic CRM is where all of this is headed