RedactedNarrative: On 08/15/2017, at approximately 8:00 PM, Vessel 1 (58'' Neptunus, "Borrow n'' Build") was traveling on a south/southeast bearing, approaching the main gap ("Oak Street Gap") of "The Playpen", on Lake Michigan.  As Operator attempted to navigate "Borrow n Build" through the gap in the breakwall, the Starboard Beam of the vessel impacted the corner of the breakwall foundation, which was at or just below the surface of the water.  The forward motion of the vessel then led to damage of the Starboard Quarter, Stern, Starboard Propeller, and Starboard Rudder.  All damage was caused by impact with the breakwall foundation.
  
  The vessel began taking on water shortly after impacting the breakwall foundation.  Operator radioed the US Coast Guard and advised his vessel was taking on water.  In an effort to save the vessel, Operator then attempted to operate the vessel to Monroe Harbor.  However, the damage sustained caused the Neptunus to sink near the sea wall, approximately 1/4 mile west of the entrance to Monroe Harbor.  Operator and passenger were removed from the sinking vessel by Chicago Fire Department 688.
  
  "Borrow n'' Build" was declared "Totalled", with the estimated value being $400,000+.  The vessel was salvaged from Monroe Harbor by Tow Boat US and transported to Crowley''s Yacht Yard.
  
  No injuries were reported in the accident.
  
  Operator was issued one IL state citation for Careless Operation of a Watercraft.  Operator, who has multiple years of experience Captaining on Lake Michigan, is very familiar with the layout of the breakwall near the "Playpen".  Operator was cited for Careless Operation due to his operation within a dangerous proximity of said breakwall.