Woodford Reserve is my go-to. It’s not hard to find, it has a reliable taste being a blended bourbon, and is generally well regarded. They are a big sponsor of the Kentucky Derby, so it’s got some cachet across the luxury brand spectrum. However, my grandpa worked for Brown-Forman his whole life so it has an emotional connection for me and makes me a little biased.
Weller Special Reserve (green label) is pretty easy to find these days, about $50 a bottle and considered by some to be one of the more accessible PVW-adjacent bourbons.
I’ll add Booker’s to this list, if your friend enjoys sour mash flavor profiles like Jim Beam/Jack Daniels. It’s pricier, maybe over $100 now, and a bit harder to find.