Jess Watson, a Black tech business owner, reflects on her decade-long journey navigating entrepreneurship in a challenging landscape marked by systemic racism and economic hurdles. She shares the emotional toll and isolation she experiences while striving to sustain her business, often feeling like an anomaly in a predominantly white tech environment. Despite the daunting statistics on business failures and the financial challenges faced by minority-owned businesses, Watson remains committed to her work and finds hope in the growing grassroots changes within the tech community. Inspired by figures like Arlan Hamilton and organizations like Baltimore Womxn in Tech, she aspires to shift her focus from mere survival to thriving, viewing her business as part of a larger movement toward equity and inclusion. Watson’s ultimate goal is to confidently envision a future where her company and others like it are not only surviving but flourishing.