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Will AI Kill Constellation Software? With Drew Cohen From Speedwell Research (Ticker: CSU)

Feb 11, 2026
Drew Cohen, founder of Speedwell Research and software analyst, breaks down Constellation Software and AI-related risks. He unpacks the AI-driven sell-off, the company’s decentralized acquisition model, shifting deal sizes, leadership transition, and whether AI agents could upend mission-critical vendors. Short, clear takes on valuation, culture, and what would truly threaten growth.
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INSIGHT

Switching Risk For Mission-Critical Software

  • Mission-critical software makes switching risky even for small cost savings.
  • Businesses avoid replacements that could jeopardize revenue or operations.
INSIGHT

AI’s Probabilistic Nature Limits Trust

  • AI is probabilistic and not yet deterministic enough for many enterprise use cases.
  • That increases operational risk versus existing deterministic software.
INSIGHT

AI Agents Are A Hard-To-Model Tail Risk

  • The AI agent risk is harder to conceptualize and could attack UI, middleware, or data layers.
  • Drew is skeptical it will be trusted by businesses in the near term, but it remains a tail risk.
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