upwork_send_message

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

No annotations provided, so description bears full burden. It mentions 'Returns send status' but lacks details on success/failure, side effects, or permissions. Minimal behavioral context for a destructive action.

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, front-loaded with purpose. Efficient but could be better structured with more detail.

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?

Simple tool (send message) with no output schema or annotations. Description minimally explains what it does and what it returns, but lacks error handling, format, or usage constraints.

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% with both parameters described. Description adds no additional meaning beyond the schema, meeting the baseline for high coverage.

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?

Description clearly states 'Send a message in an Upwork conversation', specifying the action and resource. It distinguishes from sibling tools like upwork_get_messages (read) and upwork_submit_proposal (different action), though not explicitly.

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?

No guidance on when to use or when not to use, nor any prerequisites (e.g., need a valid room_id). Siblings exist for reading messages, but no context for selection.

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