Using Power Query, I was able to derive a Yes Match and a Maybe
Here is the Mcode for your sample
let
Source = Excel.CurrentWorkbook(){[Name="Table1"]}[Content],
#"Changed Type" = Table.TransformColumnTypes(Source,{{"Our Way", type text}, {"Their Way", type text}}),
#"Split Column by Delimiter" = Table.SplitColumn(#"Changed Type", "Our Way", Splitter.SplitTextByDelimiter(",", QuoteStyle.Csv), {"Our Way.1", "Our Way.2"}),
#"Split Column by Delimiter1" = Table.SplitColumn(#"Split Column by Delimiter", "Their Way", Splitter.SplitTextByEachDelimiter({" "}, QuoteStyle.Csv, true), {"Their Way.1", "Their Way.2"}),
#"Split Column by Delimiter2" = Table.SplitColumn(#"Split Column by Delimiter1", "Our Way.2", Splitter.SplitTextByEachDelimiter({" "}, QuoteStyle.Csv, true), {"Our Way.2.1", "Our Way.2.2"}),
#"Changed Type1" = Table.TransformColumnTypes(#"Split Column by Delimiter2",{{"Our Way.1", type text}, {"Our Way.2.1", type text}, {"Our Way.2.2", type text}, {"Their Way.1", type text}, {"Their Way.2", type text}}),
#"Added Custom" = Table.AddColumn(#"Changed Type1", "Poss Match", each if[Our Way.1]=[Their Way.2] and [Our Way.2.1]=[Their Way.1] then "Yes" else "Maybe")
in
#"Added Custom"
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