A recent marathon discussion featuring Moonsettler, also known as Doomsettler, delved into the complexities of Bitcoin's future and the historical debates surrounding eCash. The conversation highlighted why eCash, or Chaumian Cash, failed to gain traction and criticized custodial scaling solutions. Participants emphasized Bitcoin's role as a decentralized form of Chaumian eCash and discussed the loss of the 'no trusted third parties' culture. The session also explored the potential of covenants in Bitcoin, with discussions on their advantages in post-quantum scenarios and their impact on fungibility and trust in Layer 2 solutions. The debate touched on the risks and strengths of CTV (CheckTemplateVerify) and the ongoing drama surrounding its activation. Additionally, the conversation addressed the challenges of maintaining privacy and decentralization in the face of increasing centralization pressures and technological advancements.