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  1. Long Strange Trip: CEO to CEO with Brian Halligan
  2. The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian
The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian

Long Strange Trip: CEO to CEO with Brian Halligan · Mar 12, 2026

Opendoor CEO Kaz Nejatian on his "founder mode" playbook: overriding defaults, building on first derivatives, and aligning family with mission.

Stagnant Public Companies Need a 'Refounding,' Not a Professional Manager

Professional managers excel at managing a slow decline. Creating extraordinary outcomes requires a "refounding" with a founder-mode leader who occupies the "founder seat" to apply the necessary pressure for fundamental change, as seen with Microsoft's turnaround.

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian thumbnail

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian

Long Strange Trip: CEO to CEO with Brian Halligan·4 days ago

Mandate AI Adoption by Making It a Core Performance Metric

To ensure company-wide AI integration, make it a non-negotiable part of the job. By making "defaults to AI" the first question in the performance management system, you elevate it from a suggestion to a core requirement, forcing the entire organization to build the muscle.

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian thumbnail

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian

Long Strange Trip: CEO to CEO with Brian Halligan·4 days ago

Enduring Companies Win with 'First Derivatives' of Their Core Business

The most successful companies, like Google with ads or Union Pacific with land sales, generate the most value from services directly adjacent to their core offering. This "first derivative" business is often more lucrative than the primary product itself.

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian thumbnail

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian

Long Strange Trip: CEO to CEO with Brian Halligan·4 days ago

Founder-Mode CEOs Prioritize Outcomes; Professional Managers Prioritize Process

The core difference between a founder and a professional manager is their focus. Founders hold themselves responsible for outcomes, which is their source of power. Managers often care more about process and appearances, because managing process is their source of power.

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian thumbnail

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian

Long Strange Trip: CEO to CEO with Brian Halligan·4 days ago

The Immigrant Founder Advantage Stems from Having No Safety Net

The success of many immigrant entrepreneurs isn't about a romantic "fresh start." It's the practical reality of having no alternative. Without a safety net or established network, the risk-adjusted upside of entrepreneurship becomes the most logical path.

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian thumbnail

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian

Long Strange Trip: CEO to CEO with Brian Halligan·4 days ago

Leaders Should Publish a Personal "User Manual" for Their Teams

Quirky, "founder-type" leaders owe it to their teams to create a document outlining their working style, expectations, and non-negotiables. This allows people to consciously opt-in or opt-out, fostering a "strong attract, strong repel" culture and setting clear expectations.

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian thumbnail

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian

Long Strange Trip: CEO to CEO with Brian Halligan·4 days ago

Hire People to Compensate for Weaknesses Instead of Trying to Fix Them

Don't focus on becoming a well-rounded leader. Instead, identify your weaknesses and hire people specifically to "round you out." Before trying to fix a flaw, ask if that supposed weakness is the very source of your greatest strengths.

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian thumbnail

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian

Long Strange Trip: CEO to CEO with Brian Halligan·4 days ago

Manage a Company on Weekly and Decade-Long Timelines, Not Quarterly

The only two useful timeframes for management are the week (long enough to ship and validate ideas) and the decade (long enough for strategic bets to mature). The quarter is an arbitrary, useless middle ground that distracts from what truly matters for long-term value creation.

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian thumbnail

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian

Long Strange Trip: CEO to CEO with Brian Halligan·4 days ago

Adopt a "Career" Mindset Over a "Job" Mindset for Greater Fulfillment

A "job" is something you do for someone else for pay. A "career" is something you build for yourself every day. This simple but profound reframing encourages deep ownership, a willingness to fully integrate work into your life, and ultimately drives better outcomes.

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian thumbnail

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian

Long Strange Trip: CEO to CEO with Brian Halligan·4 days ago

Meaningful Life Changes Require Forcefully Overriding Default Paths

Life's default settings, like expected career paths, are powerful. To change course, you can't be tentative; you must reject the default with full force. Half-measures fail because the gravitational pull of the default is too strong to overcome accidentally.

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian thumbnail

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian

Long Strange Trip: CEO to CEO with Brian Halligan·4 days ago

Start New Hires at 75% Trust to Empower Immediate Risk-Taking

Deviating from Shopify CEO Tobi Lütke's model of starting at 50% trust, Opendoor CEO Kaz Nejatian starts people at 75%. This high initial trust empowers new team members to take meaningful risks from day one, though the trade-off is that this trust depletes much faster.

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian thumbnail

The Most Founder Mode CEO Working Today Isn’t the Founder: Opendoor’s Kaz Nejatian

Long Strange Trip: CEO to CEO with Brian Halligan·4 days ago