In our latest episode, Robby and Tim talk with Will McGugan, creator of the Rich and Textual open source projects and founder of Textualize and Toad (not yet released), about the challenges of turning beloved open-source projects into real businesses. Despite Rich and Textual's huge adoption in the Python community, he says he waited too long to monetize, focused too much on technical perfection, and tried to build infrastructure before a killer product. He also burned himself out and wishes he had simplified and hired earlier.

McGugan believes the terminal is a neglected but essential interface, prized for speed and flow. Rich and Textual modernized terminal output, but monetizing open-core dev tools proved difficult.

His new project, Toad, aims to be a universal AI front-end for the terminal - open-source, protocol-driven, and able to plug into different agent back ends like Claude and others. The goal: seamless workflows and modern UX in the environment developers already live in.

Big takeaways: monetize early, ship a killer app sooner, don’t overcomplicate structure, and avoid grinding yourself into the ground.