Leah Solivan, founder of TaskRabbit, shares her journey in the digital marketplace, offering insights on overcoming early challenges in the sharing economy. Shahn Sereckli, co-founder of My Love Your Love, discusses innovative strategies for user acquisition in couples coaching, emphasizing the importance of accessible relationship resources. Calls from founders reveal unique marketing hurdles, like how to make digital greeting cards stand out and finding product-market fit for educational platforms. The conversation is a treasure trove of advice for budding entrepreneurs.