As the question in the title asks, does $\pi(x) \geq \mathrm{Li}(x)$ imply that $\vartheta(x) \geq x$? Here $\pi(x) = \#\{p \leq x\}$, $\vartheta(x) = \sum_{p \leq x} \log p$ and $\mathrm{Li}(x) = \int_{2}^{x} \frac{dt}{\log t}$.
Alternatively, is there a number $x$ such that $\pi(x) \geq \mathrm{Li}(x)$ and $\vartheta(x) \leq x$, or a number $x$ such that $\pi(x) \leq \mathrm{Li}(x)$ and $\vartheta(x) \geq x$?