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In this heartfelt conversation, we explore the journey of Shelly Gupta Senior Vice President of Finance from Juniper Networks who has built an incredible career while navigating the challenges of family, identity, and self-doubt. From her early years as an immigrant and working mother to becoming a mentor and leader, she reflects on the moments that shaped her confidence, the guilt that often comes with ambition, and the myth of “having it all.” We discuss how authenticity—not perfection—is what truly drives success, and how the right mentors and mindset can help you embrace who you are, speak up, and go after what you deserve.