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So I figured out how to go into windowed mode, but I cannot for the life of me alter the window size. I just want to make it a tad bigger so I can more easily see it.

Anyone have any suggestions on how to do this?
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In the CONF file or GOG's setup program, try different scalers like normalX3 or normalX2.
Go into dosbox_por.conf in wordpad etc. and find the line that says windowresolution=__whatever___ , I think it is windowresolution=original by default and change "original" to the desired window resolution with no spaces.

For example, a 800 x 600 window would be "windowresolution=800x600"

Save and exit. Test. Game on. Etc. :)