Ian Alexander

Design Leader // Believer in clarity and kindness // Mediocre Jiu-jitsu person

[Ian Alexander @IanAlexanderNY]

Want to design & build a great product. Learn how to design, build and retain a great team.

[Ian Alexander @IanAlexanderNY]

Laid off? AI threatening your role? Hitting the same wall at every company?

Career Decoder is a small experiment I built to surface what actually drives decisions at a company

Give it a try 👇
https://t.co/zYISCxi2YK

[Ian Alexander @IanAlexanderNY]

In these crazy "AI is taking over" times, Robert Stribley is the calm, smart friend you always wanted. Thankfully he's also an expert on designing for privacy ---> https://t.co/rKx95lqVcw

I had quick chat with him and here are my Salon takeaways --> https://t.co/BXzxas1Qtx

[Kalshi Finance @Kalshi_Finance]

Just got this DM from a follower:

Hey dude, I need to vent this to someone who gets it. I've been at this Big Tech company (you know the one) for almost 6 years now—senior SWE, TC around $350k last year with RSUs still vesting. Thought I was bulletproof after surviving the 2023-2024 bloodbaths and then pivoting hard into the AI org. But fuck, the ground is shifting under my feet faster than I can keep up.

Last week in our all-hands, leadership was bragging about how the team's "AI leverage ratio" hit 4.2x—meaning each engineer is now shipping what used to take a team of four. They showed the metrics: feature velocity up 180% YoY while headcount's down another 22% since Q4 '25. The slide literally had a photo of Cursor + Claude Sonnet 4 workflows replacing entire squads. Everyone clapped like trained seals, but I saw three faces go pale—they're the mid-level folks who just finished documenting their entire codebase for the "knowledge distillation" project.

My direct report, this solid L5 who joined right after me, got put on a 30-day PIP after his productivity dashboard dipped below the new AI-augmented benchmark. The benchmark? It's literally what the offshore team in India hits using the exact prompts he used to write. He trained them on our internal style guide last quarter—now they're outperforming him at $28/hour all-in. He told me privately he's burning through savings and eyeing real estate licensing because "at least houses don't get refactored by agents overnight."

The internal job board is a ghost town. Entry-level SWE roles? Frozen since mid-'25. What few postings go up are tagged "AI-native preferred" and get 2,000+ apps in hours, mostly from people already on H-1Bs or contractors. Meanwhile, they're quietly converting more mid-tier positions to "AI orchestration" contractors—$90-110/hour remote from LATAM or Eastern Europe, no benefits, 6-month contracts. My manager admitted in 1:1 that if the next Grok/Claude/Anthropic release closes the last 10-15% quality gap, we'll probably cut another layer.

I'm hanging on because I'm one of the ones who owns the prompt libraries and fine-tuning pipelines now. They need humans to babysit the models until the self-improving loops actually work without constant human intervention. But I see the writing: every time we make the system more autonomous, we make our own roles more optional. The alumni Slack is full of 2024-2025 grads DMing for coffee chats because their referrals bounce—67% underemployed or gigging according to the last poll. One kid I mentored last year is back living with parents after burning through his signing bonus.

I used to tell people "just upskill in AI, you'll be fine." Now I feel like a fraud saying it. If I lost this tomorrow, I'd be competing with the same offshore talent I've been helping scale, plus a flood of recently "managed out" seniors. My emergency fund is decent, but the mortgage isn't. Thinking about side hustles in trades or something offline—plumbing, electrical, anything that can't be prompted away.

This feels like watching the industry eat itself from the inside while pretending it's evolution. You still feeling secure over there, or is it hitting your shop too? Need to hear I'm not going insane.

[Ian Alexander @IanAlexanderNY]

Are there any programs for free Claude API credits?
I’m currently building an experiment → https://t.co/gsFljbX3j2

Goal is to better understand how humans interact with AI systems when multiple perspectives are involved — not just a single answer.

[Ian Alexander @IanAlexanderNY]

Most AI tools try to give you the answer.

I built something different.

The Symposium puts 9 thinkers in a room and forces them to debate your question until they reach consensus.

It’s less chatbot.
More intellectual sparring.

Try it:
https://t.co/gsFljbX3j2

[Ian Alexander @IanAlexanderNY]

I built a thing where 9 thinkers — Kurzweil, Taleb, Zuboff, Rushkoff — debate your question for 30 minutes. You can interrupt them, summon an outsider to challenge the room, and force consensus at the end.

Ask it something hard: https://t.co/mgYhNlNgNH

[Ian Alexander @IanAlexanderNY]

Being imperfectly human (sans AI) will soon be in vogue.

[Ian Alexander @IanAlexanderNY]

We're more patient with AI than we are with each other.

We'll re-prompt a model six times to get what we want. We'll tweak the context, adjust the framing, and try a different angle.

But a colleague misunderstands the brief once, and we write them off.

[Ian Alexander @IanAlexanderNY]

@egragcrypto No, I bought a little after that and am still holding thanks. :)

[Ian Alexander @IanAlexanderNY]

@MRKingXRP Flags make swimming pools?

[Ian Alexander @IanAlexanderNY]

I just tapped a piece of graph paper expecting a feedback loop.

[Ian Alexander @IanAlexanderNY]

Has anyone trained #AI (LLM) to create ridiculous #Nextdoor posts or is that what we are already seeing?

[Ian Alexander @IanAlexanderNY]

@bnj Interesting

[Ian Alexander @IanAlexanderNY]

Being imperfectly human (sans AI) will soon be in vogue.

[Ian Alexander @IanAlexanderNY]

What comes after the employee happiness corporate culture?

[Ian Alexander @IanAlexanderNY]

Pick yourself. Then do no harm. Followed by elevating others.

[Ian Alexander @IanAlexanderNY]

I swear that Twitter doesn't save everything I save.

[Ian Alexander @IanAlexanderNY]

Nextdoor design did not age well.

[Ian Alexander @IanAlexanderNY]

@designershumor I'm presenting a deck tomorrow. All the info is there can you make it look amazing.