Pinterest and Crexi Executives Chloe Wix and Mary Bloom introduce Ladies Who Launch, a new ADSN conversation about the products, careers, and friendships people build along the way. They revisit their early Snapchat days, how a connection through Mary's future husband became a working relationship, and why moving their meetings outside helped them solve problems. Their “run-on-ones” along Venice Beach became both a brainstorming ritual and the foundation of a friendship that still serves as a trusted sounding board for career decisions.

In their first “Kill, Launch, or Iterate” segment, they weigh Spectacles, flavored Philadelphia cream cheese, and unlimited PTO. Chloe explains why a defined vacation allowance helped her take more time off, while Mary argues that unclear expectations make unlimited leave harder to navigate. Alongside stories about wearables and wedding footage, they return to a practical theme: strong relationships and clear agreements help turn good ideas into action.

Thank you to our sponsors:

• AdQuick – Making OOH advertising as easy to plan, buy, and measure as digital. adquick.com
• Thrad.ai — Building the advertising infrastructure for AI. thrad.ai
• beehiiv — The all-in-one platform for newsletters, websites, and every tool you need to grow and earn. beehiiv.com
• The Farm — Fraction commercial legal with an in-house approach to outside counsel. thefarmllp.com

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Daniel and James start with a student selling ad space on her wall to pay tuition, then take the idea of “everything is an ad network” straight to James's hat and Daniel's family-photo background. They discuss an X Money appeal that reportedly raised more than $10,000 toward a Cybertruck and debate a cited figure showing only 2.2% of US households paying for AI. Daniel sees a promising starting point; James sees a consumer market that will largely be funded by ads and commerce.

The conversation moves into reported visual ad tests in ChatGPT, why advertising can be relevant to the person without matching the surrounding content, and whether AI generation wait time creates a new placement opportunity. They also debate TikTok's off-platform expansion and argue that Apple could build an advertising business connected to payments. The episode closes with a discussion of food-industry concentration, a speculative Tech Trades segment, James's account of a Dallas conference, and Primary Posts about collaboration and a stadium singing Blink-182 to Tom DeLonge.

Thank you to our sponsors:

• AdQuick – Making OOH advertising as easy to plan, buy, and measure as digital. adquick.com
• Thrad.ai — Building the advertising infrastructure for AI. thrad.ai
• beehiiv — The all-in-one platform for newsletters, websites, and every tool you need to grow and earn. beehiiv.com
• The Farm — Fraction commercial legal with an in-house approach to outside counsel. thefarmllp.com

STAY CONNECTED

James on Twitter & LinkedIn – /jamesborow

Daniel on LinkedIn, Instagram, TikTok – /danieldruger

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"Volume negates luck." That is one of the many Jay-"isms" we get into on this episode of No Permission.

Jay Yang is the author of You Can Just Do Things and the upcoming Work With The Best. He's on a mission to show people they can create their own opportunities through permissionless action (No Permission!!!). And it's not just his mission, it's also how he lives his life.

Jay cold emailed Tyler Denk at Beehiiv at 16 and landed an internship while still in high school. At 17, he spent 50 hours building a pitch deck for Noah Hagan and became his head of content. At 18, he built a six-figure ghostwriting agency. At 19, he dropped out of college, joined Alex Hormozi's ⁠acquisition.com⁠, helped set a Guinness World Record for their book launch, and published his own bestseller, You Can Just Do Things. Now at 20, he has 500,000 followers across platforms, a newsletter with 50,000 subscribers, 55,000+ tweets, and a second book dropping September 30, 2026.

Links from the episode:

• ⁠Amazon: You Can Just Do Things (Book)⁠
• ⁠Amazon: Work With The Best (Book)⁠
• ⁠https://jayyanginspires.com/⁠
• ⁠Jay's YouTube⁠

🤝 Partner with No Permission: ⁠daniel@nopermissionpodcast.com⁠

🎤 Your host:

Daniel Druger – 3x exited founder / operator, Fortune 50 product exec, ex-Snapchat, startup investor. 15+ years working as a founder and with founders.

📫 STAY CONNECTED

Instagram: /danieldruger

TikTok: /danieldruger

LinkedIn: /danieldruger

Newsletter: ⁠theadsn.com⁠

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