Episode 17: Expensify’s $40M Ad Gamble, Oracle’s $30B Closed/Won Deal & B2B’s Wildest Scam Yet episode artwork

EPISODE · Jul 9, 2025 · 43 MIN

Episode 17: Expensify’s $40M Ad Gamble, Oracle’s $30B Closed/Won Deal & B2B’s Wildest Scam Yet

from The Notorious B2B Show’s Podcast · host notoriousb2bshow

In Episode 17 of Notorious B2B, Tim joins from a mystery Montana location while Tas surprises Tim with the podcast’s first-ever music video by none other than the Sales Rapper of B2B, Ding Zheng. If you know, you know. But there's more: - Expensify’s wild $40M product placement gamble and the B2B math to get 5x ROI - Oracle’s $30B OpenAI deal - and whether the AE actually got paid?! - A developer who scammed 4 B2B startups at the same time - AI scams that clone login pages in 30 seconds - Tim's reaction to our theme song music video Plus: Salesforce's AI flex, a new Builder.ai update, and Duolingo trying to walk back its “we’re replacing you with AI” strategy Links: ⁠Tweet⁠ ⁠Microsoft laying off⁠ ⁠Hackers abuse generative AI⁠ Timestamps: 0:00 – Welcome back, marketers (and wig shopping on Amazon) 2:41 – Hackers use AI to launch phishing sites in 30 seconds 8:32 – Layoffs, AI hype & Salesforce’s “50% of work automated” spin 12:20 – Expensify drops $40M on Brad Pitt product placement 19:44 – Oracle closes $30B deal with OpenAI (commission drama ensues) 25:42 – The engineer with 4 jobs: B2B’s wildest scam yet 33:34 – Circle Backs: Builder.ai fraud + Duolingo’s AI walk-back 37:18 – Surprise jingle & Notorious B2B music video drop   -------------------------   📲 Connect with the hosts: Tim Davidson – linkedin.com/in/tadavidson41 Tas Bober – linkedin.com/in/tasbober 👉 Subscribe for more no-BS breakdowns of the internet's wildest B2B moments.

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Episode 17: Expensify’s $40M Ad Gamble, Oracle’s $30B Closed/Won Deal & B2B’s Wildest Scam Yet

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