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Maybe make a glass edge instead of the text, the text kinda helps the idea but i think image would be better than words.
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I think the text is essential, otherwise people might think you are half-empty. However, instead of what you have now maybe just write "optimist" ?
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I like it with the text, but i think without it you have to think, and a few seconds later you've worked out the shirt and it's all good :)
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I like the idea of using "The Optimist" instead of the text used. Like the text you used as well. Without text, the glass could be half empty!
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