In this episode, I sit down with Dr. Nicole Barone, whose work ethic is truly in her blood and whose path to Harvard was shaped by equal parts grit, love, and very honest guidance. She shares how a guidance counselor’s cautionary advice—“Just apply to one college”—paired with her mother’s humorous but very real warning—“If you don’t go to college, you’ll be homeless”—became fuel for a career dedicated to helping students navigate the small, fragile moments that can determine whether they stay in college or quietly walk away. Recently named Director of Online Programs at Harvard University, Dr. Barone reflects on her life-altering move from the Bay Area at age 14, working 20 hours a week after school and on weekends to afford necessities like a car, and how those experiences shaped her deep empathy for students balancing ambition with reality. This conversation is a joyful way to start the new year—grounded, honest, and filled with insight from a loving, open, and genuinely kind leader who has helped hundreds of students find their footing in education.