After more than 3 hours of searching, and now minus a lot of hair, I finally found the solution. I can't believe they've made something that should be so simple, so hard.

SELECT pl.username, amount, pl1.date
FROM paylist pl1
JOIN (
  SELECT username, MAX( date ) AS date
  FROM paylist pl2
  GROUP BY username
) AS pl2 ON pl1.username = pl2.username
AND pl1.date = pl2.date

[download]
If you ask me it should match up the rows by default. Either way, hopefully this'll save someone else from a lot of stress

In reply to Re^3: More MySQL woes by cosmicperl
in thread More MySQL woes by cosmicperl

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