In AI acquisitions, a startup's underlying technology is less important than its "workflow proximity." Atlassian's AI head advises buyers to assess how deeply a tool is integrated into a user's fundamental daily tasks. A tool central to a core workflow is far more valuable and defensible than a specialized, peripheral one.

For subscription services, the most effective moat isn't the software itself, which can be replicated, but the accumulated user data. Users are reluctant to switch apps because they would lose years of personal history, stats, and community connections, creating strong lock-in.

A powerful, non-obvious moat for software is deep integration with hardware. DJ software Serato partnered with hardware makers like Pioneer, becoming the industry standard. This makes switching extremely costly for users who have invested thousands in hardware, creating a durable competitive advantage.

Madrona Ventures anticipates a rise in private-to-private mergers as a key trend for 2026. With questions about the long-term durability of even fast-growing private AI companies, consolidation is seen as a primary way for winners to emerge and build more defensible businesses in a volatile market.

As AI and better tools commoditize software creation, traditional technology moats are shrinking. The new defensible advantages are forms of liquidity: aggregated data, marketplace activity, or social interactions. These network effects are harder for competitors to replicate than code or features.

As AI makes building software features trivial, the sustainable competitive advantage shifts to data. A true data moat uses proprietary customer interaction data to train AI models, creating a feedback loop that continuously improves the product faster than competitors.

True defensibility comes from creating high switching costs. When a product becomes a system of record or is deeply integrated into workflows, customers are effectively locked in. This makes the business resilient to competitors with marginally better features, as switching is too painful.

When acquiring a business, don't rely on a single outcome like achieving a growth target. Instead, seek assets that offer multiple ways to win. Even if the primary goal is missed, the acquired data, technology, or talent could create significant value for other business units, providing built-in insurance for the deal.

CEO Srini Rawl explains that while many companies focused on structured healthcare data, Datycs targeted complex, unstructured documents. This challenging niche became their competitive advantage, creating a significant data and experience moat after processing over 15 million clinical charts.