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  1. The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
  2. 20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes
20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch · Oct 13, 2025

Atlassian CEO Mike Cannon-Brookes on being an "unreasonable man," navigating the AI era, the future of software, and building a multi-decade company.

Atlassian's CEO Believes AI Will Increase, Not Decrease, Demand for Software Engineers

Mike Cannon-Brookes argues that AI makes developers more efficient, but since the demand for new technology is effectively unlimited, companies will simply build more. This will lead to a net increase in hiring for engineering talent, not a reduction.

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes thumbnail

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·4 months ago

True Progress Requires "Unreasonable" Leaders Who Reject Existing Boundaries

Citing a George Bernard Shaw quote, Atlassian's CEO explains that progress is driven by "unreasonable" individuals who challenge existing systems rather than accepting them. This mindset is essential for innovation, even if it sometimes leads to trouble.

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes thumbnail

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·4 months ago

A Founder's True Job Is to Fight the "Entropy of Ambition" as the Company Scales

Borrowing a quote from Shopify's CEO, Mike Cannon-Brookes emphasizes that a founder's key responsibility is to counteract the natural decline in ambition that occurs as a company grows. They must constantly push the organization to remain bold and hungry.

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes thumbnail

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·4 months ago

As AI Commoditizes Code, Long-Term Defensibility Shifts to Product Design

Atlassian's CEO argues that as AI makes software creation cheaper, the key differentiator becomes design—how a product feels and works. This is a scarce resource that is much harder to copy than features, making it the new source of competitive advantage.

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes thumbnail

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·4 months ago

Atlassian's Co-Founders Used a "Convince Me or We Drop It" Rule for Disagreements

Instead of escalating disagreements, Atlassian's founders operated on a simple principle: if one couldn't be persuaded that an idea was good, it was likely not worth pursuing. This served as a critical decision-making filter and prevented major conflicts.

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes thumbnail

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·4 months ago

Enduring Tech Companies Survive by Continuously Creating, Not Defending

According to Atlassian's CEO, companies like Microsoft and Adobe thrive for decades not by defending one moat, but by being perpetual creation engines. They must be willing to destroy old products and embrace new paradigms, making a creative culture their most important asset.

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes thumbnail

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·4 months ago

Per-Seat SaaS Pricing Will Survive the AI Era Due to Customer Predictability

Atlassian's CEO argues against the death of per-seat pricing. He states that customers dislike the unpredictability of consumption models, and value-based models are too hard to measure accurately. This practical friction ensures simpler, predictable pricing will persist.

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes thumbnail

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·4 months ago

Atlassian's Co-CEO Success Relied on Mutual Admiration and Life-Stage Symmetry

Mike Cannon-Brookes attributes his successful co-CEO partnership to having similar life stages (marriage, kids) and each believing the other was "out of their league." This created a balanced, high-performance dynamic that went beyond just complementary skills.

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes thumbnail

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·4 months ago

Rapidly-Built AI Startups Currently Lack Defensible Switching Costs by Default

Mike Cannon-Brookes argues that the speed at which today's AI companies are being built means they inherently lack high switching costs. True defensibility takes time to establish, a challenge for startups in the current fast-paced, creatively fertile environment.

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes thumbnail

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·4 months ago

The Current AI Economy Is a Circular Flow of VC Money with Unproven Business Models

Atlassian's CEO points out the current financial loop in AI: VCs fund startups, which pay for models, which pay for cloud, which pays for chips, with everyone losing money along the way. He cautions that sustainable business models are not yet established.

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes thumbnail

20VC: Atlassian CEO on Why Everything is Overvalued & Are We in an AI Bubble | Do Margins Matter & Does Defensibility Exist in an AI World | Is Per Seat Pricing Dead & The Future of Vibe Coding with Mike Cannon-Brookes

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch·4 months ago