The most impressive two-time-wonder I remember is Yahiya Doumbia
from Senegal. He won both Lyon 1988 and Bordeuax 1995 as a qualifier. He was ranked around 450 when he won Lyon and 280 when he won Bordeaux. I think he never was ranked in the top 200 outside the two years when he carried the points from his two titles. This is his ATP-profile
I went to the ATP site, and I see there is no photo, but still
, Getty has copyrighted his silhouette! Some greedy
corporations! They can now copyright silhouettes of people too.