I got this achievement on my first contract in career mode.
When signing a contract, you'll always have the option to press
to add a contract bonus. There are 25 different options, so just pick one that you know you'll be able to achieve. There are a lot of very easy ones. Once you complete the bonus, the achievement will pop either immediately or when you get to your next contract signing.
Please feel free to message or comment with any questions. Happy hunting!