There is a strange thing happening. For a regex

/"?\s*How.*Column\s?B$/sgm

applied on the input string that looks like:

"How to use this sheet
1. Each language selected by you in the survey settings is added as a tab in this sheet
2. You will see the questions categories and survey communications that need to be translated in Column B",,,,,,,,,,,,,
Post,Post Type,Sub Post Type,Post Translation,Option 1,Option 2,Option 3,Option 4,Option 5,Translated Option 1,Translated Option 2,Translated Option 3,Translated 

The regex match does not happen. Why is it so? The string

• is starting with "How
• also has Column B in the third row

Here is also the regex101 test I created and the screenshot below for better clarity

What is it that I am missing?