Product-Led vs Enterprise Sales: Finding the Right Go-to-Market Mix for AI Products

Discover how Contextual AI balances SaaS and on-premise deployments for enterprise AI, and the key considerations for choosing your AI product’s deployment strategy.

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Product-Led vs Enterprise Sales: Finding the Right Go-to-Market Mix for AI Products

Enterprise AI deployment isn’t a one-size-fits-all game. While most startups default to pure SaaS offerings, Contextual AI has taken a more nuanced approach, designing their go-to-market strategy around the complexities of enterprise AI deployment.

When Flexibility Becomes a Strategic Advantage

In a recent episode of Category Visionaries, Contextual AI CEO Douwe Kiela revealed their pragmatic approach to deployment models. “It depends on the exact deployment model,” he explains. “One of the things that we can do with our technology is deploy the AI models inside the VPC of our customers… but we also offer a SaaS solution where we essentially just host the infrastructure ourselves.”

This hybrid approach didn’t emerge from theoretical planning – it came from listening carefully to enterprise needs and understanding the real barriers to AI adoption.

The Enterprise AI Challenge

The problem Contextual AI discovered was multifaceted. As Douwe notes, “There’s issues with stillness and compliance, data privacy. You don’t really want to send your data off to somebody else’s language model and then they can do with your data whatever they want.” These concerns make many enterprises hesitant about pure SaaS deployments.

But there’s also a cost dimension: “There’s a lot of issues with cost, quality, trade offs, where the best models are often pretty good, but they’re also so expensive that you can’t really use them for any serious use cases.”

Market-Pull Over Product-Push

Rather than forcing enterprises into a single deployment model, Contextual AI lets market demand guide their approach. “We’re in a very fortunate position where we’re basically not doing any outreach and folks are coming to us with their problems,” Douwe shares. This inbound interest helps them identify which deployment models work best for different scenarios.

The Tech-Forward Filter

Not all enterprises are ready for AI deployment, regardless of the model. Douwe explains their filtering process: “You can really tell initial conversations with these kinds of companies how tech forward they really are. So in some cases they haven’t really thought about what they want to use AI for or what a production use case looks like.”

The ideal customers are those who “already know exactly, like, these are like the, I don’t know, top 10 use cases that we’re most interested in. We’re not going to put all of our eggs in one basket… really have a strategy in place for what they’re trying to achieve.”

Beyond Demo Disease

This strategic approach helps solve what Douwe calls “demo disease” – where companies can build impressive demos but struggle with production deployment. “A lot of companies are building cool demos that kind of show the potential of the technology, but then they have a hard time bridging the gap to a production deployment.”

The flexibility in deployment models helps bridge this gap, allowing enterprises to choose the approach that best fits their specific needs and constraints.

Looking Forward: Specialized Solutions Win

The future, according to Douwe, lies in specialized solutions rather than one-size-fits-all approaches. “AI is going to change a lot of things in our lives, but the thing it is going to change the most substantially is the way we work. It is literally going to change the way the world works.”

This vision requires deployment flexibility. Different enterprises will need different deployment models based on their security requirements, data privacy needs, and cost constraints.

The Implementation Framework

For founders building enterprise AI products, Contextual AI’s approach offers several key insights:

  1. Let deployment models follow enterprise needs, not vice versa
  2. Understand that different enterprises have different constraints around data privacy, security, and costs
  3. Focus on tech-forward customers who understand their AI needs
  4. Build flexibility into your infrastructure from the start
  5. Price based on value and deployment model, not just usage

As the AI market matures and moves beyond the hype cycle, this kind of pragmatic, enterprise-focused approach to deployment will become increasingly crucial for success.

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