Bentley, AI and the Death of Dress Codes

253 Bobby and Jon are back with another candid Tailoring Talk Magazine call, covering hot weather dressing, the return of office dress codes, Bobby’s Bentley factory visit, craftsmanship, AI fatigue, iPhone regrets, Apple rumours and why smartphones might be the root of all evil.The conversation begins with the practical problem of dressing well when it’s hot, including summer shorts, espadrilles, sliders, Jesus creepers and why office dress codes are starting to make a comeback after going too far the other way.That leads into a bigger discussion about dressing appropriately for your role, your environment and your audience, rather than simply defaulting to “wear a suit” or “wear whatever you like”. Bobby shares how he’s been helping companies think through modern dress codes in a more nuanced way, especially now that workplace expectations are shifting again.The main thread of the episode is Bobby’s recent private visit to the Bentley factory, where he hosted VIP clients and came away deeply inspired by the craftsmanship, process, detail and human skill behind each car. That sparks a wider conversation about why people value handmade things more once they understand what goes into them, and why showing the process behind bespoke tailoring could completely change how clients experience the workroom.From there, Bobby and Jon get into AI, authenticity and the likely return of appreciation for human-made work. They discuss whether AI is useful as a tool, where it becomes problematic, and why practical effects, handmade objects and real creative accidents still matter.As always, it’s candid, chaotic and only loosely on the rails.Timestamps00:00 - Scorchio, Harry Enfield and the heatwave00:48 - Jon’s difficult week and British stewardess behaviour01:51 - Hot weather, dogs and summer dressing problems02:32 - Jon’s heatwave outfit confession03:50 - Bobby’s off-duty dog-walking outfit04:23 - Shorts, trainers and espadrilles05:20 - Jesus creepers and visible feet in summer06:20 - Hot weather and office dress codes06:46 - Why workplace dress codes are coming back07:40 - Modern dress codes need nuance08:16 - Dressing appropriately for your role09:02 - Bentley factory visit and professional standards10:10 - Rookery Hall and the Bentley trip11:31 - The Bentley Bentayga and soft-close doors12:09 - Meeting the people behind the cars12:49 - Why Bentley’s craftsmanship moved Bobby13:10 - Reworking the Roberto Revilla London workroom experience14:08 - Showing clients the process behind the product15:26 - Building a visual journey into the workroom16:26 - AI, handmade work and the artisan resurgence17:28 - Practical effects and why Project Hail Mary feels real18:30 - Vinyl, cassettes and analogue nostalgia18:51 - The Boys and practical effects19:40 - Creative accidents versus perfect planning20:33 - Where AI helps and where it becomes dangerous21:00 - Jon’s AI workflow for teaching22:32 - Google AI and the foothills of the singularity22:58 - How seeing craft changes the client experience24:44 - Lost signal and revisiting the Bentley headrest story25:58 - Robots, Minis and mass production26:50 - Bobby’s BMW M2 finally gets a proper run28:14 - Why Bentley changed Bobby’s view of expensive cars29:03 - Ferrari interiors and Jony Ive design philosophy30:36 - iPhone 17 Pro Max damage and aluminium versus titanium31:38 - Bobby’s iPhone 17 Pro and Pro Max usage32:36 - Why the iPhone Air makes sense as a work phone34:22 - Amazon deals and the MacBook Air bargain35:07 - Folding iPhone rumours35:42 - Would Bobby actually buy an iPhone Fold?37:02 - Jon’s anti-phone existential crisis37:37 - Phone fatigue and wanting to shut the curtains38:04 - Reading nights, music and fewer screens38:36 - Apple Watch Ultra and AirPods rumours39:25 - AirPods cameras, gestures and accessibility40:52 - What Jon wants from WWDC42:04 - A better Siri and Apple Intelligence43:40 - Washing up, domestic glamour and Bond First Light45:28 - Wrapping up Hosted on Acast. See acast.com/privacy for more information.