Add photos to Hospitable Tasks checklists

Problem statement

Hosts cannot add reference photos to checklist items for Hospitable Tasks. This makes it difficult to communicate visual expectations to teammates (e.g., cleaners) about how a space should look after completing a task.

Current workaround

Hosts must either:

• Verbally explain expectations or send photos separately via text/email
• Rely on teammates to upload photos after the fact (rather than providing reference images upfront)
• Use Marketplace Cleanings instead of Hospitable Tasks to access photo functionality

Impact

• Teammates may not understand the expected standard without visual guidance
• Increased back-and-forth communication to clarify expectations
• Inconsistent cleaning quality across different teammates
• Hosts cannot leverage their own team for tasks that require visual reference

Proposed solution

Allow hosts to upload photos to checklist items in Hospitable Tasks, similar to how Marketplace Cleanings currently support multiple images per checklist item. These photos would be visible to teammates in the Tasks app before they complete the task.

Unlock

Hosts would be able to:

• Set clear visual standards for their teammates
• Reduce miscommunication and rework
• Achieve consistent quality across all cleanings and tasks
• Fully utilize Hospitable Tasks without needing to switch to Marketplace Cleanings for photo support