Organic Help

2 fold problem: is the question asking about the H marked in the structures or any H in the structure? And then confused about strain in structure(filo), resonance of conjugate acid(topper), etc. textbook answer : (4)

2 fold problem: is the question asking about the H marked in the structures or any H in the structure? And then confused about strain in structure(filo), resonance of conjugate acid(topper), etc. textbook answer : (4)