If you hear a 'Make it not take so long.' command, thats not an unreasonable interpretation. However, it is also one that should be questioned because it clashes with how software projects work.

If you go from "my boss gave me a command" to "I must execute the command and not question it" without exercising independent judgement, then I would assert that you do have low self-confidence. Whether someone needs therapy is a deeper question that we should be hesitant to answer for another person. But therapy was tremendously helpful for me in realising how my personal and professional life were held back by my reluctance to trust my own judgement or endure the discomfort that can come with honest, respectful, collaborative confrontation.