Many of us learned how to add, subtract, multiply, and divide positive and negative numbers through memorization of shortcuts or so-called “tricks.” While that may have been sufficient for some, it did not work for everyone, and seldom did it do an appropriate job of helping us understand why signed numbers work the way they do with those operations. This is where conceptual understanding and application to real-life scenarios can be tremendously helpful and especially beneficial to those who never found much success with memorization. This workshop provides teachers with contexts and explorations that model new ways to teach signed numbers with robust tools and resources that can immediately be used in the classroom.