Let $t_i$ be the number of 15-min intervals that Bobby is tutored for.
We have $t_i \in \{ 1, 2 \}$ and $\sum_{i=1}^{35} t_i \leq 60 $.
Consider $T_k = \sum_{i=1}^k t_i$.
We have $ 1 \leq T_1 < T_2 < \ldots < T_{35} \leq 60 $.
We want to find $T_k = T_j + 35$.
If any $T_k = 35$, then we are done. Let's assume that $T_k \neq 35$.
Let the pigeons be $T_k$. There are 35 of them.
Let the pigeon holes be $\{1,36\}, \{2, 37\}, \ldots \{25, 60 \},$ and $ \{ 26\}, \{ 27\}, \{ 28\}, \ldots \{ 34 \}$. There are 34 of them.
Hence, 2 pigeons are in the same hole, which gives us $T_k = T_j + 35$.