Chapters 31 and 32 of Angel by Jason Calacanis served as a thoughtful conclusion to a powerful and practical guide on angel investing. These final chapters shifted from tactics and decisions to something more personal and reflective: finding your identity as an investor and understanding where the journey might ultimately lead. As someone still at the beginning of my entrepreneurial path, these chapters gave me a lot to think about in terms of alignment, sustainability, and legacy.
Chapter 31 really encouraged me to think about what kind of investor I could potentially become. Calacanis makes it clear that there’s no one-size-fits-all approach to angel investing. Some people thrive leading deals, others prefer syndicates, and some find their rhythm in mentoring or focusing on a particular industry. This made me pause and consider my own strengths—my passion for working with youth, my interest in education and social impact, and my value for building meaningful relationships. I don’t have to mimic the Silicon Valley model to be successful; I can lean into my unique perspective and values to shape my own groove as an investor.
In Chapter 32, Calacanis asks a question many people overlook: what’s the long-term vision for your investment journey? This chapter made me think not just about starting, but about sustaining. It’s easy to get caught up in the excitement of launching a business or making your first investment, but what happens ten or twenty years down the line? Will I pivot to a fund? Transition into mentorship or nonprofit work? I don’t have the answers yet, but I appreciated being invited to reflect on it now—before burnout or misalignment creeps in.
These chapters reminded me that success isn’t just about financial returns—it’s about fulfillment and purpose. They reinforced that it’s okay for my entrepreneurial identity to evolve, and that part of the journey is staying grounded in who I am and what I care about. I’m not just building businesses—I’m building a life. And I want that life to reflect faith, service, and impact, no matter what role I’m in.
EmpowerMe Life 