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Gerard is right. When sending a sample, if you would like your email to populate the token with a person's data, you will have to either perform option 1 or option 2 below (I personally prefer option 2 because you can see how it would look like before sending the sample):
1. Put the person's name you would like to see the tokens populating data with through the "Person" field in Send Sample Email like Gerard mentions above.
2. In the preview of the email, select "View by" > "Lead" and the lead you would like your token to populate data with:
Through option 2 you can also check how emails would look like using different segments if you are using dynamic content.
I hope this helps you!