Riding Unicorns: Venture Capital | Entrepreneurship | Technology · Riding Unicorns Productions

Harrison Rose, Co-Founder at GoodFit on Mapping Your Market, Modern Go To Market, and Lessons from Building Paddle

February 11, 2026·32 min
Harrison Rose comes in with founder mileage, and the episode is better for it. The host frames him through Paddle, the B2B billing and payments company he co-founded, and GoodFit, which helps customers implement and scale go-to-market strategy after raising a Series A led by Notion. Then it gets practical. Rose says GoodFit came out of the early Paddle days, when the team had little market awareness and had to learn what worked the hard way. Paddle and GoodFit are very different companies, but Paddle is where the GoodFit idea began to take shape. Nobody knew Paddle at first. That obscurity forced the team to get sharper about who deserved their attention, what made a company qualified, and where a seller should spend time. GoodFit turns that lesson into software. Rose keeps circling one operating question: is this company qualified, and what should a seller know before putting effort into it? The house-selling analogy does a lot of work. You can polish photos, descriptions, and presentation forever, but none of that matters much if the people clicking are not looking to buy. That is his go-to-market point. AI-generated messaging and personalization can help, but Rose treats them as polish after the harder job of finding the right in-market company. The host catches the founder signal too, especially the value of using more granular data to map each company's market instead of leaning on broad categories. The Paddle thread stays useful through the second-time founder discussion. Rose answers from experience rather than theory, and the close leaves GoodFit feeling like go-to-market judgment turned into a product.
Listen to the show on