I would start by saying DON'T use Text Boxes
and Plaid is not a color.
Keep Lines Together would work if you have soft returns at the end of each line and a paragraph mark at the end of each entry.
If using paragraphs for each line, Keep with Next would work if you didn't have it turned on for the last line (Goals). Alternatively, you need a little empty paragraph (with a different style that doesn't keep with next to follow each entry block. Otherwise that last line will try to stick with the following (unrelated) entry and when everything is told to keep with next then Word has to break pages wherever it can. The Keep with Next method will be fiddly since it
You can also use table cells and tell Word to not allow rows to break. This can be done with a table style and gives the most flexibility in terms of styling the text inside and managing the shading and borders.