|Boggles the Clue Clown|
|The Venture Bros. character|
Shadowman 9: In the Cradle of Destiny (as silhouette)
Bot Seeks Bot (revealed)
Bot Seeks Bot
Always has the last laugh
Gives clues to puzzles
The Council of 13
The Guild of Calamitous Intent
|Cause of death||
Heart disease (seemingly)
Boggles the Clue Clown was an elderly and respected clown-themed super villain who was also the infamous arch-nemesis of Captain Sunshine prior to his death. His schemes revolved around gags, jokes, and riddles, which he often used to antagonize Captain Sunshine and his young ward Wonder Boy. He was also secretly a member of the Council of 13, the overseers of the Guild of Calamitous Intent.
While he appeared to have died of heart disease, Brock found it very suspicious that the one member Monstroso identified as a council member just suddenly died. Though there's very little evidence, it is possible that Boggles may had been killed by the Investors to cover their tracks.
He was present when the Council held a trial for Intangible Fancy due to illegally smuggling contraband. He then witnessed fellow councilmen Red Mantle and Dragoon's kidnapping at the hands of Phantom Limb.
Boggles soon after died from heart disease while driving his clown car and no one was able to get to him in time due to the large number of henchmen compacted into the tiny car. A funeral service was later held for Boggles with all his closest friends and enemies present, with even Captain Sunshine mourning his loss. Despite this, the Clue Clown pulled off one last punchline by springing out of his coffin on a giant spring after the priest read his last "jack-in-the-box" riddle (which baffled Captain Sunshine but was easily solved by Wonder Boy V). This naturally led Red Mantle to yell out "too soon" to the deceased Boggles. He was then buried by earth elemental Red Mantle as Captain Sunshine had an emotional breakdown.
- Shadowman 9: In the Cradle of Destiny (Guild Council silhouette)
- The Revenge Society (Guild Council silhouette)
- His character is a parody and combination of the Batman villains Joker and Riddler.
- Three of his henchmen assisted with his funeral. Two of them had their names visible on the back of their outfits: "CHUCK" and "LI'L".