In addition to the series-specific awards presented by the MRA and/or the host yacht club for top-place finishes, Fleet #5 has its own group of awards and perpetual trophies, most of which it presents at the annual awards banquet held each fall. Each of these has a story, and is representative of the long history of Fleet #5.
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|Most Improved||Rookie of the Year||Nick Nichols
|Race Week||President’s Trophy||Charlie Barr
|2021||Will Dailey||Tom Dailey||Anne Marije Veenland||Mike Lane & Renee Heffernan||Kim & Christina Pandapas||Kim Pandapas||Mike & Kathleen Lane||David & Mark Rubin|
|2019||Yati Harsono||Mike Lane||Stefan Thibideaux||Team Taylor||Hooks||Joe Fava||Team Martini||Erhardt Family|
|2018||Jim Taylor||Team Rubin||Jocelyn Cook||Pandapas||David Nelson||Peter Sorlien||Walter Colsman||Houget Family|
|2017||Renee Heffernan||Matt Hooks||Bill Rothwell||Hourihan/Frisch||Ben Richardson||Elise Nash||Team Martini||Colsman Family|
|2016||Elise Mazareas Nash||Larry Ehrhardt||Ann Souza||Pendleton/Raisides||Pendleton/Raisides||Christina Pandapas||Team Martini||Unawarded|
|2015||David Martini||Matt Hooks||Larry Ehrhardt||Hourihan/Frisch||Jamie Holly||Jeff Shoreman||Steve Uhl||Unawarded|
|2014||Peter Frisch||Jamie Holley||Debbie Noble & Sarah Sheldon||Pendleton/Raisides||David Nelson||Kim Pandapas||Martinis||Raisides Family|
|2013||Linda Epstein||Dru Slattery||Breslin & Thorton||Pendleton/Raisides||Richardson||Doug Trees||Martinis||Zonnenberg Family|
|2012||Chris Hufstader||Jim & Nat Taylor||Dru Slattery||Pendleton/Raisides||Pendleton/Raisides||Doug Trees||John Casler||Kaznoski Family|
|2011||Elise Mazareas||Evan Cooke||Joe Fava||Pete Kaznoski & Evan Cooke||Pete Kaznoski & Evan Cooke||Charlie Pendleton||Hallawell/Beckett||Lane family|
|2010||Josh Wheeler||Peter Frisch||Tarin Comer||Kim & Christina Pandapas||Jim Raisides & Charlie Pendleton||Mike Lane||Hallawell/Beckett||Taylor family|
|2009||Andrew Coffin||Jeff Shoreman & Dave Reynolds||Jennie Aspinal||Kim & Christina Pandapas||Jim Raisides & Charlie Pendleton||Steve Uhl|
|2008||BJ Carpenter||Tom Despres||Jeff Shoreman & Dave Reynolds||Kim & Christina Pandapas||Jonathan Cressy||Maura Power|
|2007||Jessica Berliner||Ian Peebles||Kim & Christina Pandapas||Jonathan Cressy||Bob Meyer|
|2006||Renee Heffernan||Doug Trees/Chris Small||Rick Berliner||Kim & Christina Pandapas||Kim & Christina Pandapas||Tom King|
|2005||Tom King||Kim & Christina Pandapas||Kim & Christina Pandapas|
|2004||Miller Shropshire||Karl Renney / Pete Kaznoski||Andy Savage / Paul Zymba||Kim & Christina Pandapas||Kim & Christina Pandapas||John Casler|
|2003||Marcel Nyffenegger||Nick Cann||Karl Renney||Kim & Christina Pandapas||Kim & Christina Pandapas||Kathleen & Michael Lane|
|2002||Kimberly Pasley||John Thompson||Kim & Christina Pandapas||Jeremy & Katie Bloxham||Shan McAdoo|
|2001||Renee Mitchell||Stephen Uhl||Kim & Christina Pandapas||Kim & Christina Pandapas||Christina Pandapas|
|2000||Kate Dinsmore||Jeff Dinsmore||Stephen Uhl||Kim & Christina Pandapas||Trees / McAdoo||Peter Beckett|
|1999||Christine Fisher||Chris Adam||Beckett – Hallawell||Jonathan Cressy||Norm Cressy|
|1998||Shannon Lane||Shan McAdoo||Hallawell – Beckett||N. Cressy, H. Cressy, D. Buell||Kim Pandapas|
|1997||Christina Pandapas||Joan Wheeler||Beckett – Hallawell||Norm Cressy, Doug Buell||David Graham|
|1996||Elisabeth Casler||Jack Day||Hallawell – Beckett||Mike Lane / Rolfe Lofmark||BJ Mansfield / Mike Carpenter|
|1995||Mimi Ballou||Kent Hallawell||Kent Hallawell||Dimond, Hourihan, Steadman||BJ Mansfield / Mike Carpenter|
|1994||John Carullo||Fred Brehob||Fred Brehob||Bill and Renee Heffernan||Rolfe Lofmark|
|1993||Tim McCaffrey||Mike Lane||R. Richmond & L. Brown||Brown/Richmond||Kent Hallawell|
|1992||Rick Hamill||Jack Day||Mike Carpenter||Norman E. Cressy||Dan Duggan|
|1991||Joan Lane||Ken Adam / Mike Lane||K.Hallawell & D.Duggan||Lakin/Bolen/Fisher||Kevin Lane|
|1990||Judy Adams||Bill Henze / Kevin Lane||Charles Loutrel||Jon Cressy||Margo Loutrel|
|1989||Keith Taylor||Eckart Colsman||Kent Hallawell||Larry Brown|
|1988||Ray Truche||Ken Adam||Bob Laken/Bruce Bolen||Krazy Kanguruh|
|1987||Mark Sullivan||Charlie Loutrel||Mike Carpenter||Charles T. Barr|
|1986||Cynthia Lewis||Mike Meehan / Mark Sullivan||Kent Hallawell||Joel Speare|
|1985||Susan Cohen||John Fisher / Bruce Bolen||Frank Hart||George Lail|
|1984||B.J. Mansfield||Mike Meehan||Eric Cressy||John Casler|
|1983||Sharon Quayle||Larry Brown||Robbie Doyle||George Lail|
|1982||Neal Fine||James Bell||Norman E. Cressy||George Lail|
|1981||Julie Nichols||Len Garfield / Sue Ogle||Mike Carpenter||John Casler|
|1980||Kay Parsons||John deBeer Jr / Stanley LaFond||Rob Hallawell||Kent Hallawell|
|1979||Sally McIntosh||Jim Beaton||Jim Taylor||John Casler|
|1978||Maureen Graves||J.S. Casler||Fred Brehob||Fred Brehob|
|1977||Elizabeth Dalquest||D.W. Altman / J.H. Taylor||Peter DeWolfe||Len Dalquest|
|1976||Chris Howes||M.G. Fusillo||Norman E. Cressy||Dick Welch|
|1975||Joanne Bowman||C.E. Mara||Peter DeWolfe||Sarah Silverstein|
|1974||Debra DeWolfe||D.C. Berkey||Norman E. Cressy||Millard & David Tucker /Declan Murphy|
|1973||Sid Kimber||S.T. Kimber||Fred Brehob||Dick Welch|
|1972||R.P. Whitman||Fred Brehob||Greta & R.C. Triplett|
|1971||J.W. Brown||Fred Brehob||Joanne Bowman|
|1970||M.N. Tucker||Fred Brehob||Peter Branch|
|1969||W.R. Creamer / D.F. Allen Jr.||D.F. Allen, Jr.W.R. Creamer||John A. MacDonald, Jr. / Peter DeWolfe|
|1968||J. Kenneth Baxter, Jr.||William K. Henze|
|1967||J. Kenneth Baxter, Jr.||John E. Burke|
|1966||J. Kenneth Baxter, Jr.||Frederick Schmid|
Outstanding Crew, awarded at annual banquet.
Perpetual, silver cup on a wooden base, engraved with winners & years won. Donated by John Burke.
Named in memory of John Burke’s crew, Richie Santos. This trophy is awarded each season to that individual who most distinguishes him or herself in a crew capacity. Candidates must be nominated by a skipper registered in the fleet, and nominations typically are submitted in a letter to the fleet president. Final selection is at the discretion of the president, and can be judged on the basis of long-term contribution, overall performance during a single season or regatta, or even on a single compelling or outstanding event.
Most improved skipper, awarded at annual banquet.
Perpetual Pitcher – Purchased by fleet in early 1970s – Dick Welch president.
Awarded each year to the skipper who demonstrates the most improvement from the previous season. Selection is based primarily on a comparison of the overall score for all local events, including the EYC Spring Series, MRA series, Twilight series, Race Week, Independence Day regatta, Labor Day regatta, and the CYC Fall series. Typically, boats demonstrating comparable improvement higher in the ranking win over those who improve lower in the ranking.
Best new skipper, awarded at annual banquet.
Brass fog horn, with names of winners and years won.
Awarded to that first-year skipper with the most impressive showing, typically based on overall scores. However, this trophy also has been awarded to late comers on the basis of an outstanding showing in the Fall Series.
Best Overall (the whole enchilada), awarded at annual banquet.
Cup or plaque
Named in memory of long-time Townie and Rhodes skipper Nathan ‘Nick’ Nichols, this trophy is awarded to the boat with the lowest overall point total in all local events, including the EYC Spring Series, all regular MRA series, Twilight series, Race Week, Independence Day regatta, Labor Day regatta, and the CYC Fall series.
Winner of Twilight Series, awarded at annual banquet.
Named in memory of long-time Rhodes racer Charlie Barr, this trophy is presented to the boat with the lowest overall point total for the Thursday evening Twilight Series.
Greatest contribution to the fleet, awarded at annual banquet.
Perpetual, silver pitcher, engraved with winners & years won.
Awarded each year to a person or persons who make the most outstanding contribution to the fleet that year. Final selection is at the sole discretion of the president.
Best Fleet #5 boat in Marblehead Race Week, awarded at Race Week.
Perpetual, brass spittoon, engraved with winners & years won.
Awarded each year to the skipper of the Fleet #5 boat with the best finish in Race Week.
Winner of Twilight Race, held for pickup by weekly winners at CYC front desk.
Glass – emblazoned with class logo and Joel’s name.
Named in memory of long-time Rhodes racer and Race Committee member Joel Spear, these glasses are presented to the 1st place boat for each evening of the Thursday Twilight Series.