The Seattle Public Library has developed outreach programming for adult learners that is flexible, dynamic, and heavily utilized--program strengths that also make assessment difficult. In order to capture richer qualitative data associated with the individual impacts and outcomes, our team created and piloted two survey-based assessment tools. These sustainable tools will augment current program practices and support its evolution in alignment with the needs, interests, and continued growth of both learner and tutor participants. Their implementation presents our sponsoring organization with the opportunity to gain greater, measurable insight into how the programming is benefiting the community it serves.