The frustrations and trials of fundraising are well-known among entrepreneurs. While the repetitive nature of pitching, emailing, and responding to inquiries can be draining, the real challenge often lies in the strategic decisions about when and whom to raise funds from. As your experience reveals, an unenthusiastic VC who doesn't grasp the essence of your business or industry, focusing instead on external synergies, might not be the best partner despite a successful fundraising round.