Established SaaS firms avoid AI-native products because they operate at lower gross margins (e.g., 40%) compared to traditional software (80%+). This parallels brick-and-mortar retail's fatal hesitation with e-commerce, creating an opportunity for AI-native startups to capture the market by embracing different unit economics.

The compute-heavy nature of AI makes traditional 80%+ SaaS gross margins impossible. Companies should embrace lower margins as proof of user adoption and value delivery. This strategy mirrors the successful on-premise to cloud transition, which ultimately drove massive growth for companies like Microsoft.

Unlike the slow denial of SaaS by client-server companies, today's SaaS leaders (e.g., HubSpot, Notion) are rapidly integrating AI. They have an advantage due to vast proprietary data and existing distribution channels, making it harder for new AI-native startups to displace them. The old playbook of a slow incumbent may no longer apply.

Incumbent SaaS companies can leverage high-margin core products to price new AI features below what pure-play AI competitors can afford. This "savage" strategy allows them to absorb a lower margin on AI products to rapidly gain market share while maintaining a healthier blended gross margin overall.

AI is making core software functionality nearly free, creating an existential crisis for traditional SaaS companies. The old model of 90%+ gross margins is disappearing. The future will be dominated by a few large AI players with lower margins, alongside a strategic shift towards monetizing high-value services.

The primary threat of Large Language Models to the SaaS industry isn't that they will build better software, but that they will enable the creation of 50 to 100 competitors for every existing player. This massive increase in competition will inevitably compress profit margins for everyone.

Counterintuitively, very high gross margins in a company pitching itself as "AI" can be a warning sign. It may indicate that users aren't engaging with the core, computationally expensive AI features. Lower margins can signal genuine, heavy usage of the core AI product.

Mature B2B SaaS companies, after achieving profitability, now face a new crisis: funding expensive AI agents to stay competitive. They must spend millions on inference to match venture-backed startups, creating a dilemma that could lead to their demise despite having a solid underlying business.

Sierra CEO Bret Taylor argues that transitioning from per-seat software licensing to value-based AI agents is a business model disruption, not just a technological one. Public companies struggle to navigate this shift as it creates a 'trough of despair' in quarterly earnings, threatening their core revenue before the new model matures.