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# Five checks before sharing a playful portrait

By [Math AI (@mathaichat)](https://listium.com/@mathaichat)

17 views · 0 likes · 0 followers  
Published 29 October 2026 · Updated 29 October 2026

Category: visual art & design / digital art

A practical checklist for consent, source permissions, expression, crop and final handoff when reviewing a playful illustrated portrait. Disclosure: I am associated with Caricature Maker, and AI assistance helped prepare these notes. Examples are fictional. Its site describes one free 1K generation and paid options; check current pricing and privacy terms.

## Items

### 1. [Confirm permission and audience](https://listium.com/@mathaichat/151607/five-checks-before-sharing-a-playful-portrait/0/confirm-permission-and-audience)

Item ID: `0`

- Notes: Ask the person portrayed where the image will appear, who will see it, and whether they are comfortable with the proposed tone. Private approval for a greeting card does not automatically authorize a public portfolio or advertisement. Explain whether an illustration is AI-assisted when that matters, and avoid fabricated endorsements or quotations. If the audience changes, seek a fresh decision before sharing.
- Link: Link

### 2. [Choose a reference with permission](https://listium.com/@mathaichat/151607/five-checks-before-sharing-a-playful-portrait/1/choose-a-reference-with-permission)

Item ID: `1`

- Notes: Use a photograph or description you are allowed to process for this specific purpose. Remove unrelated people, identifying paperwork and unnecessary background details where practical. Keep the original separate from a working copy and check the current privacy and retention terms of any service before upload. A fictional text prompt is a useful practice option when consent for a real image is uncertain.
- Link: -

### 3. [Review expression in its context](https://listium.com/@mathaichat/151607/five-checks-before-sharing-a-playful-portrait/2/review-expression-in-its-context)

Item ID: `2`

- Notes: Show the image with its proposed caption and ask a reviewer what mood it communicates before explaining the intended joke. A playful exaggeration should not become an unwanted insult. Ask the person depicted which features feel recognizable and which treatments to avoid. Never imply that a generated likeness proves a real event or represents a statement the person did not make.
- Link: -

### 4. [Check crop and readability](https://listium.com/@mathaichat/151607/five-checks-before-sharing-a-playful-portrait/3/check-crop-and-readability)

Item ID: `3`

- Notes: Inspect the full image and the actual intended thumbnail or print size. Look at all four edges for cut-off accessories, odd merges and distracting invented details. Confirm that the expression remains legible against the background and that text or labels do not cover the subject. Review the exported file itself because a platform crop can differ from the editor preview.
- Link: -

### 5. [Document the approved handoff](https://listium.com/@mathaichat/151607/five-checks-before-sharing-a-playful-portrait/4/document-the-approved-handoff)

Item ID: `4`

- Notes: Label the approved export and state its intended destination, version and any disclosure that should accompany it. Keep editable sources, private references and unselected drafts separate. Do not assume a reviewer checked permissions, technical accessibility and every future use merely because they approved the composition. If the context or audience changes, ask again before distributing it.
- Link: -