bulk_upload

Does the description disclose side effects, auth requirements, rate limits, or destructive behavior?

No annotations are provided, so the description carries full burden. It discloses the processing pipeline (parse, chunk, embed) but lacks details on error handling for partial failures, file size limits, or supported formats. Adequate but not comprehensive.

Agents need to know what a tool does to the world before calling it. Descriptions should go beyond structured annotations to explain consequences.

Is the description appropriately sized, front-loaded, and free of redundancy?

Two sentences, no filler. Every sentence provides essential information: capacity, processing, and return type.

Shorter descriptions cost fewer tokens and are easier for agents to parse. Every sentence should earn its place.

Given the tool's complexity, does the description cover enough for an agent to succeed on first attempt?

No output schema exists, so description should clarify return values. 'Returns per-file results' is vague; could specify status, errors, or IDs. Also missing constraints like file size, timeout, or authentication requirements.

Complex tools with many parameters or behaviors need more documentation. Simple tools need less. This dimension scales expectations accordingly.

Does the description clarify parameter syntax, constraints, interactions, or defaults beyond what the schema provides?

Schema coverage is 100%, both parameters are documented. The description adds 'Max 100' which reinforces the schema's 'max 100' constraint in files parameter description, but no new meaning beyond schema.

Input schemas describe structure but not intent. Descriptions should explain non-obvious parameter relationships and valid value ranges.

Does the description clearly state what the tool does and how it differs from similar tools?

The description uses specific verb 'Upload' with resource 'files', states the limit 'up to 100', and explains the processing pipeline ('parsed, chunked, and embedded'). It clearly distinguishes from sibling 'upload_file' which handles single files.

Agents choose between tools based on descriptions. A clear purpose with a specific verb and resource helps agents select the right tool.

Does the description explain when to use this tool, when not to, or what alternatives exist?

The description implies bulk usage via 'up to 100 files' but does not explicitly state when to use this over single upload or alternatives like 'search_knowledge'. No when-not or alternative tool names are mentioned.

Agents often have multiple tools that could apply. Explicit usage guidance like "use X instead of Y when Z" prevents misuse.