Visual Description: Romantic pirate enthusiast.
MAHREP = HAMPER, STOYLM = MOSTLY, WINSUE = UNWISE, TALYEL = LATELY, CEPTOK = POCKET, RALFOV = FLAVOR — Giving us: HRMSUETEETAR
Clue/Question: When it came to the gemstones dating back to the days of pirates, he would . . .
Answer: TREASURE THEM

http://www.wpclipart.com/money/. Per the license: These images are public domain. License . (Photo credit: Wikipedia)
(Not bad. A little obvious, but not bad. Looks like “flavor” is a new clue word. Our buddy ralis95 will need to update his database again. I think Hoyt did a fine job with the answer letter layout! If you didn’t pick up on the TREASURE chest, or the TREASURE map, you MIGHT have had a tough time getting this from the answer letter layout. Is that a painting of Blackbeard, Bluebeard or Redbeard the pirate??? I like our hero’s mustache. Very eccentric looking. Be well and do good, friends. I told you I’d post it before 4/14’s!) — YUR
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Well Unc, I fall into the category of not catching on to the answer quickly. I did get it, finally. I kept trying to think of all things Pirate and treasure came late in the day Sunday!