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Summer Vibes Edition: GPT-5 Bombshell, AI Wearables, and Epic Tech Tales!
On the Gregory and Paul Show, we break down the latest in startups, SaaS, AI, and whatever the internet is debating this week.
On this episode, Gregory and Paul ride a wave of summer vibes and dive headfirst into the return of tech events, the sneaky debut of GPT-5, the unraveling of Twitter (X), and the rise of AI wearables. Plus: a genetic engineering breakthrough, Elon’s AI Vine mystery, and the meme queen of SaaS—Sydney Sweeney.
️ Episode 007 – Highlights
Summer Break & Portland Hipsters (0:00)
Paul returns from a nostalgic trip to Portland, where the 90s never died—and neither did VHS. Gregory reminisces about hipster culture and overpriced cassette tapes.
Events Are Back, Baby (2:41)
From Toronto Tech Week to Climate Week Seattle, in-person is booming again. Gregory previews his sold-out Seattle Tech Week talk (+240-person waitlist) and announces a Toronto stop at Elevate in October.
Mixing with VCs at Disrupt (6:50)
An exclusive founder–VC mixer is planned for TechCrunch Disrupt. Gorgian teases a TBA headline speaker and invites early-stage startups to DM for access.
GPT-5 Leaks Through Microsoft (9:23)
The next-generation model quietly drops into Microsoft Copilot before a public release. Paul speculates OpenAI’s rollout is hampered by ironclad Microsoft contracts and mounting pressure to monetize via travel and commerce.
✍️ ChatGPT's Writing Problem (12:28)
Gregory and Paul rant about the declining quality of GPT’s writing output and how OpenAI seems to be chasing Google Search dominance over useful tooling.
Platform Fatigue: X Edition (25:00)
Gregory admits he’s finally done with X (Twitter), as engagement plummets and content tilts toward TikTok-style slop. He’s officially pivoting to LinkedIn.
Where the Internet’s Headed (33:06)
The hosts explore alt-platforms like Threads, Farcaster, and Reddit, and why none have nailed it yet. Gregory experiments with Reddit as a personal publishing platform.
AI-Powered Wearables: Amazon Buys B (44:40)
Amazon’s acquisition of voice-first wearable “B” hints at Alexa’s next evolution: an always-on mood-detecting AI. Creepy? Maybe. Useful? Definitely.
️ Smart Glasses That Don't Suck (54:19)
Meta's Ray-Bans and other AR glasses are inching toward mainstream viability, especially for business use cases like translation and trade shows. Gorgian floats the idea of an anti-wearable device blocker.
Genetic Engineering Kills Malaria (20:08)
A bioengineered mosquito breakthrough could save 1% of Africa’s GDP by wiping out malaria. Paul embraces the pro-genetic future.
Vine Returns? (23:18)
Elon Musk hints at resurrecting Vine with AI. But what does that actually mean? Avatars? Grog content? Nobody knows.
Meme of the Week: Sydney Sweeney SaaS Edition (58:00)
Sydney Sweeney breaks SaaS Twitter with a wave of fake job memes—from working at Intel to founding a unicorn. Best one? Intel’s new CPO.
RIP Reality Icons (59:05)
Tributes to reality TV pioneer Ozzy Osbourne and tech-infamous wrestler Hulk Hogan, who played a key role in the downfall of Gawker.
Upcoming Events
Jul 28 – Seattle Tech Week: How to Market Your AI or SaaS Startup
https://lu.ma/uzp1qlf4
Oct 6 – Toronto (Elevate Pre-Event): From 0 to $1M in ARR
https://lu.ma/toronto-zero-to-one
View all episodes
By The Gregory and Paul ShowOn the Gregory and Paul Show, we break down the latest in startups, SaaS, AI, and whatever the internet is debating this week.
On this episode, Gregory and Paul ride a wave of summer vibes and dive headfirst into the return of tech events, the sneaky debut of GPT-5, the unraveling of Twitter (X), and the rise of AI wearables. Plus: a genetic engineering breakthrough, Elon’s AI Vine mystery, and the meme queen of SaaS—Sydney Sweeney.
️ Episode 007 – Highlights
Summer Break & Portland Hipsters (0:00)
Paul returns from a nostalgic trip to Portland, where the 90s never died—and neither did VHS. Gregory reminisces about hipster culture and overpriced cassette tapes.
Events Are Back, Baby (2:41)
From Toronto Tech Week to Climate Week Seattle, in-person is booming again. Gregory previews his sold-out Seattle Tech Week talk (+240-person waitlist) and announces a Toronto stop at Elevate in October.
Mixing with VCs at Disrupt (6:50)
An exclusive founder–VC mixer is planned for TechCrunch Disrupt. Gorgian teases a TBA headline speaker and invites early-stage startups to DM for access.
GPT-5 Leaks Through Microsoft (9:23)
The next-generation model quietly drops into Microsoft Copilot before a public release. Paul speculates OpenAI’s rollout is hampered by ironclad Microsoft contracts and mounting pressure to monetize via travel and commerce.
✍️ ChatGPT's Writing Problem (12:28)
Gregory and Paul rant about the declining quality of GPT’s writing output and how OpenAI seems to be chasing Google Search dominance over useful tooling.
Platform Fatigue: X Edition (25:00)
Gregory admits he’s finally done with X (Twitter), as engagement plummets and content tilts toward TikTok-style slop. He’s officially pivoting to LinkedIn.
Where the Internet’s Headed (33:06)
The hosts explore alt-platforms like Threads, Farcaster, and Reddit, and why none have nailed it yet. Gregory experiments with Reddit as a personal publishing platform.
AI-Powered Wearables: Amazon Buys B (44:40)
Amazon’s acquisition of voice-first wearable “B” hints at Alexa’s next evolution: an always-on mood-detecting AI. Creepy? Maybe. Useful? Definitely.
️ Smart Glasses That Don't Suck (54:19)
Meta's Ray-Bans and other AR glasses are inching toward mainstream viability, especially for business use cases like translation and trade shows. Gorgian floats the idea of an anti-wearable device blocker.
Genetic Engineering Kills Malaria (20:08)
A bioengineered mosquito breakthrough could save 1% of Africa’s GDP by wiping out malaria. Paul embraces the pro-genetic future.
Vine Returns? (23:18)
Elon Musk hints at resurrecting Vine with AI. But what does that actually mean? Avatars? Grog content? Nobody knows.
Meme of the Week: Sydney Sweeney SaaS Edition (58:00)
Sydney Sweeney breaks SaaS Twitter with a wave of fake job memes—from working at Intel to founding a unicorn. Best one? Intel’s new CPO.
RIP Reality Icons (59:05)
Tributes to reality TV pioneer Ozzy Osbourne and tech-infamous wrestler Hulk Hogan, who played a key role in the downfall of Gawker.
Upcoming Events
Jul 28 – Seattle Tech Week: How to Market Your AI or SaaS Startup
https://lu.ma/uzp1qlf4
Oct 6 – Toronto (Elevate Pre-Event): From 0 to $1M in ARR
https://lu.ma/toronto-zero-to-one