Guest
Jared Gutstadt
2 indexed appearances on the show — Email & SMS, AI, Retail & Wholesale, Brand Strategy, Consumer Trends
Appearances
Takes from these episodes
Extracted from the full conversation — a take may be the cowboys’ or the guest’s. The clip link settles it.
2026-05-21 AI
Claude's recent output quality has declined, becoming slow and over-engineered compared to before.
I've been perturbed with Claude as of recent to be so honest with you... it's over-engineering the answers... it's getting really finicky right now.
▶ 35:45 2026-06-20 Retail & Wholesale
Deliberately extending a brand collaboration's lifecycle instead of treating it as a one-off post is what turned a partnership into a seven-figure Walmart item.
let's actually stretch the life cycle of this cuz we think it's really powerful. We got end caps in Walmart... it caused these brands... to say, 'we're going to step up and push this, too'
▶ 44:25 2026-06-20 Retail & Wholesale
Treating retail buyers as long-term partners and sharing category expertise, rather than just pitching SKUs, reduces perceived risk and unlocks off-cycle meetings with major retailers.
that allowed them to kind of break down and reduce the perceived level of risk... we get meetings with Target, Walmart off-cycle
▶ 53:05 2026-05-21 Paid Media
The real reason Meta ad scaling gets harder every year is that ad impressions/ad load have grown far faster than the user base, not that targeting has gotten worse.
Meta serving 200% the ads it served in 2020, yet users have only grown 38%... This is the real reason scaling on Meta gets harder every year.
▶ 44:25 2026-05-21 Creative
Nike's Drake x Kevin Durant shoe-reveal ad works because the two goofy decoy shoes comedically anchor the audience so the real shoe reveal lands harder.
You throw two decoy shoes out there to make it even funnier and then when you throw out the real shoes it's like oh obviously those are sick cuz the other two are so goofy. So you just were anchored to these other goofy two shoes.
▶ 1:10:25 2026-06-20 Consumer Trends
Flushable wipes remain a massively underpenetrated category, with most consumers never having tried it, giving the category room to eventually rival toilet paper.
60% haven't even tried a flushable wipe yet. We think we can replace toilet paper.
▶ 1:01:45 2026-05-21 AI
Most commentary is judging Google's Gemini Omni model on the wrong axis by comparing it to Sora, when its real breakthrough is video-editing capability rather than raw generation.
I think many are focusing on the wrong aspect of the Gemini Omni model when comparing it to C dance 2.0... This is a model for editing videos like Nano Banana, like we've never had before.
▶ 18:25 2026-05-21 Paid Media
Brands should hope for and lean into other ad platforms (AppLovin, TikTok Shop) rising in targeting capability as an alternative to over-reliance on Meta.
Other platforms continue to rise in their capabilities for accurately targeting and netting you new customers... It's happening with app 11. It's happening people are finding their way on TikTok shop.
▶ 53:05