Add reference photos to Task checklists

Ability to add Photos to Checklist items

Problem Statement:

• Currently, only Marketplace Cleaning tasks (via Cleanster) support adding images to checklist items
• Hosts using their own cleaners cannot add visual references to regular cleaning checklists
• Cleaners only see text instructions, making it difficult to understand staging expectations

Current Workaround:

• Hosts must communicate visual expectations through separate messages or external tools
• Some hosts use Cleanster to get image support, but this prevents them from using their own cleaning team

Impact:

• Increased communication overhead to convey visual expectations
• Higher risk of cleaners not meeting staging standards
• Loss of flexibility — hosts must choose between using their own cleaners or getting image support

Proposed Solution:

• Allow hosts to upload images to individual checklist items in regular cleaning task rules (Operations → Task Rules)
• Images would be visible to cleaners in the Tasks App when they view the checklist

Unlock:

• Hosts can use their own cleaners while still providing visual staging guidance
• Cleaners can see exactly what's expected, reducing errors and re-cleans
• Improved consistency in property presentation across all cleaning teams

Problem Statement

• Difficult to communicate the specifics of maintenance and repair tasks using text alone
• Visual details are often needed to clearly convey what work needs to be done

Current Workaround

• Writing lengthy text descriptions in task lists
• Sending photos separately via text message

Impact

• Takes extra time to create and manage tasks
• Photos and task details are disconnected, making it harder to keep everything organized in one place

Proposed Solution

Add the ability to upload photos directly to task items in Hospitable's task lists.

Unlock

• Faster task creation with visual context included
• Clearer communication of maintenance and repair needs
• All task information (description and photos) kept together in one place

Problem statement

• Cleaners and staff are unclear about how units should be staged after cleaning
• Different team members need visual references to ensure consistent staging across turnovers
• Setup photos exist in listing photos but are not accessible within the task workflow

Current workaround

• Property managers have separate conversations in the task chat to share staging photos
• Cleaners text managers directly to ask for visual references
• Staff search through listing photos outside the portal to find staging examples

Impact

• Wastes time with extra back-and-forth communication
• Creates confusion about proper staging
• Doesn't scale when working with cleaners across multiple properties
• Increases operational overhead for property managers

Proposed solution

Allow property managers to attach setup/staging photos directly to tasks in the checklist, so cleaners can see visual references while completing their work in the portal

Unlock

• Cleaners would work more independently without needing to contact managers
• Property managers would save time by eliminating repetitive photo-sharing conversations
• Easier to scale cleaning operations across multiple properties with consistent visual standards