vm_guest_upload

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

Annotations already indicate this is a write operation (readOnlyHint false) and not destructive. The description adds the prerequisite of VMware Tools and parameter explanations, but does not disclose side effects like file overwriting or permission requirements beyond the guest OS username/password.

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?

The description is concise yet comprehensive, structured with a header, prerequisite note, and parameter list. Every sentence adds value without redundancy.

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?

The description covers the core functionality, prerequisites, and all parameters. An output schema exists, so return value detail is optional. Minor gap: could mention expected output (e.g., success status), but overall it is sufficiently complete for a file upload tool.

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?

With 0% schema description coverage, the description fully compensates by explaining each parameter's purpose in the 'Args:' section, adding significant meaning beyond the bare 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 clearly states the tool uploads a file from local machine to a VM via VMware Tools, using specific verb and resource. It distinguishes from siblings like vm_guest_download and vm_guest_exec which handle downloads and commands.

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 mentions the prerequisite of VMware Tools running in the guest OS, providing clear context. However, it does not explicitly state when to use this tool vs alternatives or when not to use it, leaving usage guidance implied.

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