The current mass-adoption phase for AI tools means buying decisions that would normally take 5-7 years are being compressed into 1-2 years. Startups that don't secure customers now risk being shut out, as enterprises will lock in with their chosen vendors for the subsequent half-decade.

Economist Bernd Hobart argues that large enterprises are too risk-averse for early AI adoption. The winning go-to-market strategy, similar to Stripe's, is for AI-native companies to sell to smaller, agile customers first. They can then grow with these customers, mature their product, and eventually sell the proven solution back to the legacy giants.

General Catalyst's CEO notes a change in enterprise AI GTM strategy. The old model was finding product-market fit, then repeating sales. The new model involves "forward deployed engineering" to build deep trust with an initial enterprise client, then focusing on expanding the services offered to that single client.

Unlike traditional B2B markets where only ~5% of customers are buying at any time, the AI boom has pushed nearly 100% of companies to seek solutions at once. This temporary gold rush warps perception of market size, creating a risk of over-investment similar to the COVID-era software bubble.

During a fundamental technology shift like the current AI wave, traditional market size analysis is pointless because new markets and behaviors are being created. Investors should de-emphasize TAM and instead bet on founders who have a clear, convicted vision for how the world will change.

Successful AI products like Gamma and Cursor don't just add a feature; they create so much value they can charge orders of magnitude more than legacy alternatives. This massive Total Addressable Market (TAM) expansion, not a simple price bump, is the engine of their explosive growth.

The "agentic revolution" will be powered by small, specialized models. Businesses and public sector agencies don't need a cloud-based AI that can do 1,000 tasks; they need an on-premise model fine-tuned for 10-20 specific use cases, driven by cost, privacy, and control requirements.

For venture capitalists investing in AI, the primary success indicator is massive Total Addressable Market (TAM) expansion. Traditional concerns like entry price become secondary when a company is fundamentally redefining its market size. Without this expansion, the investment is not worthwhile in the current AI landscape.

In a new, explosive market like AI, the initial phase is a 'land grab' focused on acquiring any and all users. As the market matures and competition intensifies, the strategy must shift to 'oil drilling'—identifying and focusing on specific, high-value customer segments where you have a unique advantage.