Why did Weblogs Inc. sell early?

Jason Calacanis, the founder of Weblogs Inc., sold the company early primarily due to financial need and the opportunity cost of continuing to build the company. He highlighted that at the time of the sale, he had substantial debt, and selling provided a significant financial turnaround from being in the negative to securing millions. Calacanis also shared that continuing to build the company could have potentially doubled their final sale price but would have required over a decade more work. He emphasized that for founders not born into wealth, securing a significant "win" early on, such as millions from a sale, greatly impacts personal and family financial security, hence the decision to sell early 1.