Demanding charter guests are a given while working on a mega-yacht — and the various Below Deck crews over the years have certainly experienced their fair share of them. Whether it’s Jill Zarin requesting special ice for her Diet Cokes or Timothy Sykes retracting a portion of the crew’s tip right in front of Captain Lee Rosbach, the yachties are always in for some kind of treat — or headache.

In the 11 seasons of Below Deck, nine seasons of Below Deck Mediterranean, four seasons of Below Deck Sailing Yacht and two seasons of Below Deck Down Under, Captain Lee, Captain Sandy Yawn, Captain Kerry Titheradge, Captain Glenn Shephard, Captain Jason Chambers and their staffs have encountered plenty of high-maintenance guests aboard their respective vessels.

We somehow managed to pick a handful of guests who have infamously given the crew members a run for their money — but let it be known that it was no easy task to narrow down the abundant slate of finicky charters.

Aside from the ones we previously mentioned, we can’t forget the time lawyer Erica Rose and her husband caused quite the splash on Below Deck Sailing Yacht with their obnoxious and combative criticism of the chef’s food. Or when Below Deck chef Rachel Hargrove was forced to concoct blended versions of each meal (lobster included) to appease a recently injured woman who had her jaw wired shut.

In case you need more of a refresher, we gathered a roundup of eight of the most difficult charter guests in Below Deck history. Check them out below!