First of all, this is not a stupid request. Difficult yes, but very reasonable. (coming from an insufferable wino)
What wine has the recipient tried, liked or want in his collection? Wine newby with label envy or an experienced sophisticated vino person.
Must this be only one bottle, or a three pack is OK?
As above, red or white? What type of food does the recipient usually enjoy? Steak eater or vegan?
To help select a winery direct or on line secondary retailer source, where does the potential wine purchaser live?
This is a start, more questions to follow.