EDIT: I have replaced the code with a slighly simpler version. The old version is in comments.
Here is something that works. It is a bit tricky to calculate the proper widths, but this does it. The trick is you have to pick up \linewidth (or \columnwidth) while in the twocolumn mode, to get the proper width.
\documentclass{article}
\usepackage{titlesec}
\usepackage{lipsum}
\usepackage{xcolor}
\newlength\myboxwidth
% This is my original version
%
% \newcommand\mylabel{}
% \newcommand\myformat{\Large\sffamily\bfseries}
% \newcommand\formatmytitle[1]{%
% \renewcommand\mylabel{\thesubsection\hspace{10pt}}
% \setlength{\fboxsep}{5pt}%
% \settowidth{\myboxwidth}{\myformat\mylabel}%
% \setlength{\myboxwidth}{\dimexpr \linewidth -2\fboxsep-\myboxwidth}
% \colorbox{black!10}{\mylabel{\parbox[t]{\myboxwidth}{\raggedright #1}}}}
% \titleformat{\subsection}[display]{\myformat}{}{0pt}{\formatmytitle}
% This is the new version, which is a bit simpler.
\newcommand\formatmytitle[1]{%
\setlength{\fboxsep}{5pt}%
\setlength{\myboxwidth}{\dimexpr \linewidth-2\fboxsep}
\colorbox{black!10}{{\parbox[t]{\myboxwidth}{%
\setbox0\hbox{\thesubsection\hspace{0.5em}}\hangindent\wd0\hangafter1
\raggedright\leavevmode\box0 #1}}}}
\titleformat{\subsection}[display]{\Large\sffamily\bfseries}{}{0pt}{\formatmytitle}
\begin{document}
\twocolumn
\sloppy
\section{Whatever}
\subsection{Subtracting Fractions}
\lipsum[1-4]
\end{document}

tcolorboxto do the background color or usesoulto do is as highlighting. See https://tex.stackexchange.com/questions/312574/colorbox-does-not-linebreak for some ideas. – Willie Wong Feb 26 '21 at 20:15