Quality of output matters more than feature count. The best AI tools produce work that needs light editing, not complete rewrites. Test with your actual use cases, not generic demos.
Context handling determines usefulness for complex tasks. Tools that remember context, accept long inputs, and understand nuance handle real work better than those limited to simple prompts.
Integration with your workflow reduces friction. AI that works inside your existing tools beats AI that requires copying and pasting between applications.
Privacy and data handling matter for business use. Understand what happens to your inputs, especially if you're working with customer data, competitive intelligence, or confidential strategy.
Start with your biggest time sinks. Where does your team spend hours on repetitive work that doesn't require deep expertise? Those are your best AI use cases.
Test with real tasks, not toy examples. AI demos are designed to impress. Run your actual workflows through the tool and see if it saves time in practice.
Consider the learning curve. Some AI tools require prompt engineering expertise to use well. Others work out of the box. Match the tool to your team's willingness to learn.
Watch for quality consistency. AI output varies. Sometimes it's excellent, sometimes it's subtly wrong. Build review processes before trusting AI for anything customer-facing or high-stakes.
ChatGPT is the default starting point. Wide capabilities, large context window, and the most third-party integrations.
Claude excels at longer documents, nuanced analysis, and tasks requiring careful reasoning.
Perplexity is best for research with sources. It searches the web and cites where information comes from.
NotebookLM is useful for working with your own documents - upload sources and ask questions about them.
Most teams end up using multiple AI tools for different tasks. That's fine.