[fall] between two stools

to be in an unsatisfactory situation where one is unable to choose between two courses of action

The origin of the idiom "fall between two stools" can be traced back to the medieval times when stools were commonly used as seating. The phrase likely originated from the physical act of attempting to sit on two stools placed apart, which would result in a person losing balance and falling to the ground. It is commonly used in discussions about decision-making, personal choices, and strategies that require a clear direction or commitment.

She fell between two stools when she couldn't decide whether to pursue a career in art or science, leaving her feeling unfulfilled in both fields.
The company's marketing campaign fell between two stools by trying to appeal to both young and older demographics, resulting in a message that didn't resonate strongly with either group.
His attempt to please both his strict parents and his rebellious friends caused him to fall between two stools, struggling to find his own identity.
The compromise reached by the committee fell between two stools, satisfying neither the proponents nor the opponents of the proposed policy.
The novel's protagonist fell between two stools when torn between loyalty to family and pursuing personal dreams, ultimately feeling a sense of regret and unfulfillment.