First-year business students often arrive on campus without a clear sense of direction. At Texas State University's McCoy College of Business, over 1,200 incoming students needed structured, evidence-based guidance — but only four faculty instructors were available to support the entire cohort. Career Key needed a scalable solution that could deliver personalized career clarity without overwhelming their academic staff. Devblock identified an opportunity to go beyond a traditional assessment tool and proposed a more ambitious vision: an AI-powered chatbot named Ariel, designed to act as a always-available personal advisor for every student on the platform. Ariel was conceived as a conversational AI guide embedded directly into PathAdvisor — capable of responding to student questions in real time, delivering personalized guidance based on each student's assessment scores and conversation history, and connecting students to mental health resources and external support when needed. Unlike a standard help tool, Ariel was designed to accompany students through their entire career decision-making journey, proactively nudging reflection, surfacing insights, and helping students identify the blockers and drivers behind their growth. Alongside Ariel, Devblock also set out to redesign PathAdvisor's Comfort Tile — a key feature tracking student confidence over time — to better visualize growth, prompt meaningful re-engagement, and encourage students to retake career assessments as they evolved.