I created my MWE with the help of this Q&A.
Issue:
I think it works great, the only issue is that the length down from the top of the page that the lipsum paragraph starts at in the first page is where I would also like the section starts. I didn't know how to show this, but if you look at the space between hrulefill and where Nulla vs. Section starts, there's a spatial difference.
Goal:
Ultimately, I want every line that starts after the "table" at the top of the page to be starting at the same place. I don't know if I should keep playing with \gotohalf or if I should use a different pkg or something.
MWE:
\documentclass{article}
\usepackage[left=1.25in, top=1in, right=0.85in, bottom=1in]{geometry}
\usepackage{lipsum}
\usepackage{setspace}
\linespread{1.6}
\newcommand*{\gotohalf}{%
\par
\begingroup
\dimen0=\pagegoal
\advance\dimen0 by -.9\pagetotal
\advance\dimen0 by -.5\textheight
\ifdim\dimen0<0pt %
% space left is smaller than half the text height
\newpage
\setlength{\topskip}{0pt}%
% \vspace*{.5\textheight}%
\vspace{-\parskip}%
\else
\vspace{\dimen0}%
\fi
\endgroup
}
\begin{document}
\begin{flushleft}
\begin{minipage}{3in}
\begin{tabular}{ | p{2.5in}|}
\hline \\
\MakeUppercase{Rachel}, \\
\hfill\emph{Wife of Jacob}. \\
\MakeUppercase{Esther}, \\
\hfill\emph{Queen to Xerxes}. \\
\leavevmode\\ \hline
\end{tabular}
\end{minipage}
\begin{minipage}{3.3in}
\begin{tabular}{ p{3in} }
Question: \leavevmode\\
\vspace{12pt} \\
\begin{spacing}{1}\bf{\lipsum[1]}\end{spacing} \leavevmode\\
\end{tabular}
\end{minipage}
\end{flushleft}
\gotohalf
\hrulefill
\par \lipsum[3]
\newpage
\begin{flushleft}
\begin{minipage}{3in}
\begin{tabular}{ | p{2.5in}|}
\hline \\
\MakeUppercase{Rachel}, \\
\hfill\emph{Wife of Jacob}. \\
\MakeUppercase{Esther}, \\
\hfill\emph{Queen to Xerxes}. \\
\leavevmode\\ \hline
\end{tabular}
\end{minipage}
\begin{minipage}{3.3in}
\begin{tabular}{ p{3in} }
Question: \leavevmode\\
\vspace{12pt} \\
\begin{spacing}{1}\bf{\lipsum[1]}\end{spacing} \leavevmode\\
\end{tabular}
\end{minipage}
\end{flushleft}
\gotohalf
\hrulefill
\section{Section}
\end{document}


