July 25, 2025: After sweeping top results in the Bayview Mackinac Race and Chicago Yacht Club Race to Mackinac, Bob Hughes reflects on HEARTBREAKER’s offshore success and the strength of the GL52 fleet.

For Bob Hughes, owner and skipper of HEARTBREAKER, success on the Great Lakes isnโt about luck alone. Fresh off an impressive string of victories โ including wins at the Bayview Mackinac Race and the Chicago Yacht Club Race to Mackinac โ Hughes credits preparation, teamwork, and a fleet culture that pushes every program to elevate.
โIt always starts with the crew and ends with the crew,โ Hughes says. โIn distance racing youโve always got to get a couple of breaks that go your way, but for us, all of these races are always about trying to win in the GL52 fleet. Anything else that happens after that is just icing on the cake.โ ~ Bob Hughes
In preparation for the summer season on the Great Lakes, HEARTBREAKER underwent keel modifications to widen it slightly to provide more grip, which Hughes says has improved performance. But for the biggest impact for HEARTBREAKERโs success, he returns to complimenting his crew.
In particular, he credits Kyle Jones, who this year stepped up to the role of navigator for the Bayview and Chicago Mackinac races. Born in Frankfort, Mich., Jones has sailed 20+ Chicago and Bayview races and understands the unpredictability of Great Lakes offshore sailing.
โIt was Ken Readโs idea last year โ โBob, letโs just have Kyle navigate,โโ Hughes says. โIn the past weโve had professional navigators from all over come in, and with Kyle navigating for the first time, he wins both Mac races overall. Heโs amazing.โ
Starts Make the Race
Hughes credits a strong starting strategy and flawless execution for HEARTBREAKERโs offshore success. โObviously, offshore starts add more elements than buoy races, but again it all comes down to communication and teamwork โ something weโre doing really well right now,โ he says.
For the Bayview Mac, they launched off the committee boat end and sailed over the fleet. And in last weekendโs Chicago Mac, where a new five-mile โSkyline Sprintโ course addition compressed fleet options, HEARTBREAKER chose a high lane near the committee boat, which Hughes says offered better pressure and clear air.

For Chicago, HEARTBREAKER led the race from start to finish โ no small feat in a notoriously unpredictable race. โWe got to that top mark in front of everybody and never looked back,โ Hughes says. โWe probably said โthe race is just startingโ about 20 times until we got to the island, because thereโs always potential for shutting down and restarting. But the team did a phenomenal job with sail changes and managing the transitions.โ
Adding an extra element of stress, HEARTBREAKERโs jib Cunningham exploded overnight on the northern side of Lake Michigan, costing them about four miles. While the team made repairs, the next GL52, WINDQUEST, closed the gap. โWINQUEST was chasing us hard, but fortunately we were able to recover and get moving again,โ Hughes says.
THE POWER OF GL52 FLEET BRIEFINGS

Hughes is a strong supporter of the GL52 fleetโs new format of morning fleet briefings, where teams share insights openly to improve collectively. โA fleet only lasts as long as you have owners willing to fund them, and owners will only do that if theyโre having fun,โ he says. โThese morning debriefs bring owners and crews together in a way I havenโt seen before in a big-boat fleet. You see all the teams, top to bottom, sharing ideas. It builds relationships and raises the racing of the entire fleet.โ He notes that fewer protests and better camaraderie are results of this approach, helping newer teams accelerate their learning while seasoned programs continue to refine.
โThis is our sport, and for it to continue and grow โ not shrink โ weโve got to get more people into it and help the younger and new teams. The GL52 fleet is special because we hate losing to each other, but everyone respects each other and works together on the big picture.โ ~ Bob Hughes
Looking Ahead: Ugotta Regatta

HEARTBREAKER is racing at this weekendโs Little Traverse Yacht Clubโs Ugotta Regatta in Harbor Springs, Mich., with a few crew changes, including returning tactician Paul Goodison.ย โThereโs not a more beautiful place to sail than Harbor Springs,โ Hughes says. โAnd the format is fantastic โ Fridayโs buoy races followed by two around-the-bay races over the weekend. โBut, that also puts a premium on racing well on Friday โย the regatta is won or lost that day. If you donโt have a good day Friday, you canโt get it back.โ
Ten GL52s will race in this weekendโs LTYC Ugotta Regatta, which is the fifth event of seven in the GL52โs summer racing series.
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