This document outlines 5 great obstacles to overcome when launching a new career in strategy consulting: 1) My Ex, or one's previous career identity, 2) Starting Point, or where to begin, 3) Perfect Fit, or determining the right company/role match, 4) Networking challenges, and 5) competition from New Kids or younger candidates. The author details their own experience overcoming these obstacles to become a consultant, and provides solutions for analyzing oneself as a consultant case and developing new skills to adapt. Readers are invited to discuss their own obstacles and questions.