Brian Halligan

Brian Halligan

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Co-founder HubSpot | Sequoia | Propeller | MIT | author. My clone: https://t.co/GtYthfpIMv My CEO interviews: https://t.co/qj9yOQVqlm

Near‑perfect Agents Demand Exponentially More Development Time
Social•Apr 16, 2026

Near‑perfect Agents Demand Exponentially More Development Time

Building a 90% complete agent: x time Building a 99% complete agent: 10x time Building a 100% complete agent: 100x time Does this sound right or am I doing something wrong?

By Brian Halligan
Start in Silicon Valley, Scale in Secondary Talent Hubs
Social•Apr 13, 2026

Start in Silicon Valley, Scale in Secondary Talent Hubs

I think Silicon Valley is a gr8 place to start a company, but a tricky place to scale a company. The talent is very expensive and hard to keep around when the inevitable bumps come. I'd pick a 2nd city...

By Brian Halligan
Jack Dorsey Plans Near‑Zero Hierarchy, 6,000 Direct
Social•Apr 13, 2026

Jack Dorsey Plans Near‑Zero Hierarchy, 6,000 Direct

So @jack wants ~6,000 employees reporting directly to him in the new version of the company. Layers between CEO and any employee in the company: ~5 today → 2-3 this year → basically zero https://t.co/nWtEzM6td6

By Brian Halligan
Future Workplaces Will Become Flatter, Faster,
Social•Apr 11, 2026

Future Workplaces Will Become Flatter, Faster,

What is going to change: 1. Org structures (flat to round) 2. Compensation structures (steeper) 3. Hiring pace (slower) 4. Hiring profile (experience to taste) 5. Decision makers (the system) 6. Pace (faster) 7. Planning cycles (short) 8. Focus (less) 9. Paranoia (up) 10. AI leverage (indiv to org) Tweet below...

By Brian Halligan
Continuous Reinvention Is Essential for Future Relevance
Social•Apr 10, 2026

Continuous Reinvention Is Essential for Future Relevance

"I can't imagine doing anything bigger than rebuilding our company as an intelligence, or more correct, given where everything is trending. It feels like I have to constantly build .... and constantly learn from whatever we're putting out there ......

By Brian Halligan
Middle Managers Struggle as Companies Embrace Dorsey‑Mode Flatness
Social•Apr 8, 2026

Middle Managers Struggle as Companies Embrace Dorsey‑Mode Flatness

The folks in the middle of the org chart whose main function is "carrying context" are in a tricky spot in world where folks start adapting something appraoching "Dorsey mode" a la Block, Coinbase, Ramp, etc. Good article by @buccocapital on...

By Brian Halligan
Time for a New AI‑Age Management Playbook
Social•Apr 8, 2026

Time for a New AI‑Age Management Playbook

"All of us read and follow Andy Grove's 'High Output Management.'  Its time for a new playbook built for managing in the ai age." - @wadefoster, Zapier #DorseyMode

By Brian Halligan
Treat Every Interaction as a Mentor, Not Just One
Social•Apr 6, 2026

Treat Every Interaction as a Mentor, Not Just One

Best mindset shift I’ve heard: Stop hunting for one mentor. Make every single encounter your mentor. https://t.co/odrbPVa0uF

By Brian Halligan
Reprogramming Mindsets: The Core Trait for Founders, Operators, Hires
Social•Apr 3, 2026

Reprogramming Mindsets: The Core Trait for Founders, Operators, Hires

The single most important quality in a founder, a strong operator, and a hire: the ability to reprogram their mind and assumptions. https://t.co/q2Md2PWkj6

By Brian Halligan
Turn Everyday Tools Into AI Insights for 3x Company Clarity
Social•Apr 2, 2026

Turn Everyday Tools Into AI Insights for 3x Company Clarity

A lot of founders have pinged me to ask what steps they would need to take to pull of what @jack has done restructuring @blocks this way. He answers it spot on 👇 "look at all the tools you're using. Look...

By Brian Halligan
AI Turns Companies Into Self‑Intelligent Organizations
Social•Apr 2, 2026

AI Turns Companies Into Self‑Intelligent Organizations

NEW EPISODE: @jack & @roelofbotha unpack @blocks 40% staff cut and rebuilding the entire company as a mini-AGI. This isn’t “use AI to make people more productive.” It’s making the company itself the intelligence. If you’re a founder or operator wondering what...

By Brian Halligan
Running Companies in the AI Era: Insights with Jack
Social•Apr 1, 2026

Running Companies in the AI Era: Insights with Jack

Tomorrow on Long Strange Trip: I get to talk to @jack on how to run companies in the AI era, joined by @roelofbotha https://t.co/p8eKRUDYWA

By Brian Halligan
Blueprint for Building AI‑Native Companies in 2026
Social•Mar 31, 2026

Blueprint for Building AI‑Native Companies in 2026

I got a chance to interview Jack Dorsey for the Long Strange Trip pod about his new article (in comments) on how to build a modern ai native company in 2026. I took some of his ideas and mixed them with...

By Brian Halligan
AI Threatens Middle Managers' Dilbert‑Style Survival Tactics
Social•Mar 30, 2026

AI Threatens Middle Managers' Dilbert‑Style Survival Tactics

In the AI era, the middle manager is in trouble. @ouraring CEO Tom talks about the "Dilbert problem": a middle manager whose only ambition is to make their own life manageable. https://t.co/DADwDcfqIP

By Brian Halligan
Brian Halligan | Pulse