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- Why Generalists Thrive in the Age of AI
Why Generalists Thrive in the Age of AI
Why the old work model is cracking — and how small teams can win
Everything in <30 Seconds
AI is everywhere but most teams are still stuck in org charts from 10 years ago
MIT says the real shift isn’t automation, it’s redesigning work from the ground up
The key is to break roles into tasks. Let AI handle the repetitive. Free humans for the creative
Generalists — the ones who learn fast, connect dots, and build across silos — are suddenly irreplaceable
Gamma is a great case we can look at: Profitable with <30 people and 50M+ users
News, Tools & Resources
🧠 Claude 4 Is Here
Anthropic releases Claude 4, featuring enhanced reasoning, vision, and steerability.
Read the release → Anthropic blog
🎨 Jony Ive Joins OpenAI
Apple’s legendary designer takes on a new role shaping OpenAI’s future—think design meets superintelligence.
WSJ coverage → Read the article
🤖 ByteDance Drops open-source AI agent
An open-source, multimodal AI agent with vision-language capabilities—built to rival GPT-style interfaces.
See the details → MarkTechPost
🚀 Google I/O 2025: AI Everywhere
Major AI announcements from Google’s I/O 2025:
Gemini 2.5 Pro: Advanced reasoning with 'Deep Think' mode.
Project Astra: A universal AI assistant with real-time interactions.
Veo 3 & Flow: Next-gen video creation tools with realistic audio-visual synthesis.
AI Mode in Search: Enhanced search experience with AI overviews.
Android XR Glasses: Smart glasses integrating Gemini AI.
Stitch: AI-powered app design and development tool.
SynthID Detector: Tool to identify AI-generated content.
Google Beam: 3D video calling platform.
Full recap → Google Blog
🛍️ Shopify’s AI Horizons
From AI image generation to smart inventory predictions—Shopify showcases what's next in e-commerce AI.
Read the blog → Shopify Blog
🎧 Lenny’s Podcast: Microsoft’s CPO on AI Prototyping
“If you aren’t prototyping with AI, you’re doing it wrong.” Microsoft CPO shares bold takes on AI, product, and the future of building — in conversation with Lenny Rachitsky.
Listen on YouTube → Watch now
🌍 Big Picture: Work Is Still Trapped in the Past
We’re living through one of the biggest shifts in productivity since the internet — and yet most companies are still operating with an old school blueprint.
“We’re failing to redesign work itself.”
The mistake?
Most leaders are treating AI as a bolt-on to legacy job roles, not a chance to rethink how work actually happens.
Instead of asking “How can AI make this role faster?”, they should be asking:
What are all the underlying tasks in this role?
Which ones can be automated, augmented, or elevated?
How can I rewire my team to orchestrate across people + machines?
📌 MIT calls this approach Deconstruct → Redeploy → Reconstruct which reminds me of my Deconstruct & Rebuild approach I once wrote about here.
That’s the new productivity loop.
AI frees people from busywork — but only if you restructure around tasks and outcomes, not rigid roles.
As AI democratizes skills, the “specialized experience gap” narrows. Less specialized people can now operate at a senior level — if they know how to use the tools.
🧬 Rethinking the Startup Playbook
The classic startup playbook used to be as follows:
Raise big
Hire specialists
Layer in management
Chase growth, ignore burn
Raise until you have scale to make it profitable
Not anymore.
Gamma has ~30 people, $50 million in annual recurring revenue, and is profitable.
The most forward-thinking companies are small by design. They don't scale people — they scale leverage.
What’s different:
No silos
No middle managers
No ticketing systems
Everyone is a builder and owner
These are tiny teams built around versatile generalists — not deep specialists.
And it works because the toolset has changed. Anyone who knows how to operate AI can go full-stack.
⚙️ Case Study: Inside Gamma
Gamma is an example of what “the future of work” looks like in practice.
In a post on X, their CEO XZY explained how they flipped the old school model entirely by exclusively hiring "player coaches" who both lead AND execute.
The old way: Find seasoned managers with impressive titles who direct others' work.
The new way: Find leaders who explicitly say, "I still love doing the work myself."
They take a two-track approach by (i) identifying hidden talent within and (ii) implementing trial periods for new hires before both sides commit.
But their top signal? The absence of hubris.
Gamma is looking for people that show a "no job too small" mentality and a willingness to roll up their sleeves alongside the team.
This fundamental shift from credential-based hiring to capability-based selection has completely transformed our execution speed and team cohesion.
Their hiring model:
No traditional interviews
3-month paid trials
Only hire “player-coaches” — people who lead and execute
No job is “too small” for the CEO or Head of Design
Their culture:
People build across domains
AI is baked into everyone’s workflow
Speed > structure
Curiosity > credentials
🚀 What AI enabled work looks like
🧑💻 Growth PM Builds Self-Served Analytics Dashboard
Doesn’t file a ticket to data science / engineering team
Uses Claude to draft SQL
Spins up a Retool dashboard
Shares across team — no dependency, no delay
→ Insight in days, not weeks
🧠 Marketer Uses 1,000+ Chats to identify Personas
Doesn’t wait for UX team to analyze and create personas
Dumps user convos into Claude
Prompts: “Summarize key frustrations. Build personas. Segment by use case.”
Uses insights to reshape strategy and content
→ Instant research. No UX team needed.
🎨 Designer Prototypes, Tests with Users, and Ships
Doesn’t wait for engineering and UX team
Picks up signal in Slack
Builds flows in Figma
Prototypes using bolt.new, cursor.com, or v0.dev
Tests with users via Typeform + GPT
→ Idea to live test in under a week
The best generalist don’t just “do more with less.”
They’re operating on a different system of work.
Here’s a great cheat sheet created by Chris Donnelly

📌 Takeaways
AI is great at going deep. Generalists are great at navigating across.
They:
Synthesize info across fields
Operate without guardrails
Frame the right problems
Build loops, not just deliverables
Communicate, adapt, lead
And in a world where tools like Claude, Cursor, Midjourney, and NotebookLM remove friction, the speed to execution is often what matters most.
This isn’t about knowing everything.
It’s about knowing how to figure anything out — fast.
If you're building a company:
Design around tasks, not titles
Hire for range, curiosity, and execution
Replace interviews with trials
Stack skills: product, data, storytelling, ops
Use AI tools like an exoskeleton — they’re your leverage
Make your curiosity your most valuable asset
If you're leading a team:
Break up silos
Let people “opt in” where they can create value
Redesign around outcomes, not ownership
Final Thoughts
There’s never been a more exciting time to build and improve your output. Take advantage of the tools and resources and deconstruct your work so you can strategically rebuild it and become more productive.
Until next time — keep building, keep exploring, and rock on.
-Andrea
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