James, If you mention in your profile that you are looking for Douglases in Fife, then others may notice that and be able to help.
The best known Fife family would be the Douglaes of Lochleven, but there is also a ection in the website on the douglases of Grangemuir. I suggest you also look at Douglas of Kirkness, although they are a Kinross family.
The more information you can give about the people you mention, the more chance there is of someone else connecting with your family.
Dates and places of births, deaths and marriages all help to place families.
Professions also help.
'My great-grandmother mother was a Douglas from Montrose' does not give many clues to follow up! But a bit of flesh on the bones makes further research possible. But if we are told who she married, what his profession was and where the children were baptised, then we can get to work.
Maybe it is time to update the information in your profile?