After six years at Gresham's School, Holt (1931–1937), and military service during the Second World War, Simon entered the wine trade in 1948, importing wines chiefly from France, Germany, Italy, and Portugal, but later also from Spain, South Africa, Australia and the United States. Going into business on his own account as an importer and wholesaler of wines (trading as Pat Simon Wines Ltd), by 1969 he rose to the rank of Master of Wine of the Institute of Masters of Wine and also became a frequent contributor to specialist periodicals.
Simon's book Wine-tasters' Logic (2000) distils the experiences of fifty years of wine-tasting and is also full of anecdotes of the wine trade of long ago. The first part of the book guides readers through the concepts behind wine-tasting, exploring areas like aroma, balance, finish, and tannin. The second part is about developing expertise, including the choice of glasses and instructions for decanting wine correctly. Wineanorak.com said of the book "Fifty years in the wine business have equipped Pat Simon with a nose and palate of formidable finesse. His ruminations on how a taster learns to taste, how memory and appreciation are deepened, and how the subjective experience of tasting wine can be communicated meaningfully, are distilled in Wine Tasters' Logic."
- Wine-tasters' Logic (Mitchell Beazley, London, 2000) ISBN 978-0-571-20287-4
- Wine-tasters' Logic (Faber & Faber Paperbacks, London, 2001) ISBN 0-571-20287-X
- Circle of Wine Writers (accessed 8 September 2007)
- Pat Simon Wines Ltd (accessed 8 September 2007)
- Masters of Wine (accessed 8 September 2007)
- Wine-tasters' Logic at wineanorak.com (accessed 8 September 2007)