@AirCanada Urgent: My Toronto–Indianapolis flight was cancelled and I was rebooked for tomorrow. I traveled to my destination and need to cancel only the rebooked outbound while keeping my return flight. Impossible to get anyone on the phone. Please assist.
@AirCanada If no one is going to answer the phone, at least let us make these changes ourselves in the app. I’ve been on hold for over an hour just to cancel one rebooked flight while keeping my return.
My biggest takeaways from @jennywen (design lead at @AnthropicAI):
1. The traditional design process is breaking down. The classic discover-diverge-converge loop that designers have relied on for years doesn’t work when engineers can spin up seven coding agents and ship a working version before a designer finishes exploring options.
2. Design work is splitting into two distinct modes. The first is supporting execution: consulting with engineers as they build, giving feedback, polishing in code. The second is setting short-range vision, now scoped to three to six months instead of multi-year roadmaps. The vision work is still critical because when everyone can build anything fast, someone needs to point the team in a coherent direction.
3. Build trust through speed, not perfection. Anthropic ships products early, labels them research previews, and then iterates publicly based on real feedback. Jenny argues that what actually degrades a brand isn’t launching something rough; it’s launching something rough and then going silent. If you ship fast, respond to feedback visibly, and keep improving, users will trust you more, not less.
4. The most overlooked hire in design right now is the cracked new grad. Most companies are hiring senior designers with deep experience. Jenny argues that early-career people with blank slates, fast learning curves, and no attachment to legacy processes may be uniquely suited to this moment. They don’t carry baked-in rituals that are now obsolete, and their lack of expectations can actually be an advantage.
5. Chat as an interface isn’t going away. Despite expectations that chatbots were a temporary stop on the way to richer UIs, Jenny sees chat as a permanently valuable interface because it offers infinite flexibility. But she expects a hybrid future where models increasingly generate UI elements on the fly for specific tasks (like the interactive widgets Claude recently shipped) while chat remains the connective tissue between them.
6. Jenny went from design director (12 to 15 reports) back to IC. She questioned whether middle management had a safe future and wanted hands-on time during a period of rapid change. The IC time is giving her hard skills she wouldn’t have gained while managing.
7. AI will likely get better at taste and judgment. Jenny says designers may be holding onto “taste” as a moat too tightly. But someone still has to be accountable for what ships, the same way an engineer is accountable for AI-generated code.
8. Hire three archetypes: strong generalists, deep specialists, and “cracked new grads.” Strong generalists are “block-shaped” (80th percentile across multiple skills). Deep specialists are top 10% in one area. Cracked new grads—the most overlooked—have no baked-in processes and learn new tools fastest.
9. Figma is still essential, but for different reasons than before. Jenny says Figma remains the best tool for rapidly exploring 8 to 10 different design directions on a canvas, something that coding tools handle poorly because they’re too linear and create investment bias toward one direction. For micro-level visual and interaction decisions, spatial exploration still beats sequential iteration.
10. Low-leverage work is often the highest-leverage thing a manager can do. Jenny pushes back on the conventional management advice to ruthlessly prioritize only high-leverage tasks. She points to leaders who obsessively dogfood the product, repro bugs, and personally fix small issues—activities that seem “below” a senior leader but create deep product familiarity, set a cultural tone of care, and earn trust from the team in ways that strategic planning never can.
Watch our full conversation: https://t.co/UF9AzyCFac
Want to steal the UI/UX of top companies and use it in your own app? (Legally?)
Here’s the exact system I use to borrow proven designs and have AI rebuild them into production-ready UI
Mobbin → Figma → Windsurf
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I’m 34.
When I was young, I wasted years and opportunities not knowing what great leadership looked like.
Learn from my mistakes.
21 clear signals you have a great leader:
Today's a HUGE day for Web3 fashion. @LouisVuitton just announced VIA, a new digital journey starting with its first NFT+physical trunk. I'm helping out as a VIA Guide to share more about the release ahead of the drop. 🧵
#LouisVuitton#LouisVuittonVIA