- FSGA President: 2000 - 2001
- Amateur Player of the Year: 2006, 2004, 2002
- Senior Player of the Year: 2015, 2012, 2011, 2010, 2008, 2007, 2006, 2005
- Super-Senior Player of the Year: 2019
- Mid-Amateur Champion: 2012
- Senior Amateur Champion: 2007
- Senior Amateur Match Play Champion: 2007
- Mid-Senior Champion: 2007
- Senior Four-Ball Champion: 2005, 2009, 2011, 2014
- Senior / Mid-Amateur Four-Ball Champion: 2012, 2013
- Mid-Senior Four-Ball Champion: 1998, 2015
- Mid-Amateur Four-Ball Champion: 2006, 2007
- Four-Ball Champion: 1995
2019 Super-Senior Player of the Year
Woulfe earned the Super-Senior Player of the Year award after a successful 2019 season. “I am very proud to have prevailed in the past year over the AARP card holding, Medicare and Social Security recipient competitors,” Woulfe said. “I enjoy competing and being part of this group of great, talented and fun-loving golfers.”
The Fort Lauderdale native started the year with a third place finish at the Super-Senior Amateur Championship. The following weekend, Woulfe took home a runner-up finish at the Senior Amateur Championship. In September, he finished in second place with Joe Shaktman at the Senior Four-Ball Championship. Woulfe finished up the year with a seventh place finish at the Mid-Amateur Stroke Play Championship.
2015 Senior Player of the Year
For the majority of the season, Gordon Marshall had a stronghold on the Senior Player of the Year Points List. However, a late run of excellent golf by now eight-time Senior Player of the Year, Rick Woulfe, of Fort Lauderdale, would quickly change that. Rick has countless accolades, and added more in 2015. Woulfe would finish tied for fourth in the Senior/Mid-Amateur Four-Ball Championship with Stephen Anderson, tied for 16th in the Senior Amateur Championship, and tied for fourth at the Mid-Amateur Four-Ball (South) in the spring.
Woulfe would start the summer off hot, capturing medalist honors at the Senior Amateur Match Play Championship, and advancing to the semifinals of the event. Exempt to the Amateur Championship, Woulfe failed to make the cut. Paired with Senior Amateur Champion, Gordon Marshall, the duo would post a tied for seventh finish at the Four-Ball Championship in July. In August, Woulfe would steal the opening round lead at the Florida Senior Open, on his way to a tied for tenth finish.
Rick qualified for the U.S. Senior Amateur Championship, moving on to match play and advancing to the Round of 32. Woulfe finished the year by qualifying for match play at the Mid-Amateur Championship and made it to the Quarterfinals. In the Southeastern Challenge, Rick contributed to Florida's victory by going 3 and 2 in his matches to defend the title.
2012 Senior Player of the Year
Rick was the 2012 Senior Player-of-the-Year recipient earning 12,641 overall points on the year. Rick began the year with a first place finish in the Senior/Mid-Am Four-Ball, partnering with Don Bell to shoot 61-67 to capture the crown. Next, Rick garnered medalist honors in the stroke play qualifying portion of the Senior Amateur Match Play Championship. Rick advanced to the final coming up just short and finishing runner-up to Howard Logan in the final match by a result of one-down. Rick also qualified for the U.S. Senior Amateur Championship at the Mountain Ridge CC, in West Caldwell, NJ, and advanced to the match play portion of the championship. Finally, his great year was capped off by qualifying for and winning the 31st Mid-Amateur Championship. This is the seventh time Woulfe has earned Senior Player-of-the-Year honors.
2011 Senior Player of the Year
The 2011 Florida State Golf Association Senior Player-of-the-Year, , has continually been ranked as one of the top seniors in the country. Previously, he has been awarded the Amateur Player of the Year for 2002, 2004 & 2006 and the Senior Player of the Year from 2005 to 2008 and 2010. Rick has qualified for the Amateur, Mid-Amateur, and the Senior Championship. He also qualified for the USGA Senior Amateur Championship as medalist from his site, advancing to match play by finishing third in the stroke play portion shooting, 70-71-141. Rick tied for fifth at the Senior Amateur Championship, finished second at the Mid-Amateur Four-Ball South, tied for third at the Senior/Mid-Am Four-Ball, and won the Senior Four-Ball Championship with longtime friend Bob Ethridge. He also made the round of 32 at the Senior Amateur Match Play Championship and represented the South team in the Florida Cup Matches.
2010 Senior Player of the Year
, 60, of Fort Lauderdale, is the 2010 Senior Player-of-the-Year recipient earning 695 overall points on the year. Woulfe had a solid year, finishing in fifth place at the Senior Amateur Championship at Southern Hills Plantation Golf Club, tied for second at the Mid-Amateur Four-Ball South Championship, second place at the Senior Four-Ball Championship and was a key contributor to Team Florida’s victory at the Southeastern Challenge Matches. Woulfe also qualified for the United States Senior Amateur Championship held at Lake Nona Golf & Country Club in Orlando, and advanced to the match play portion of the championship.
2008 Senior Player of the Year
, 58, of Fort Lauderdale, won his fourth straight Senior Player-of-the-Year award in 2008. Rick finished tied for second at the Mid-Senior Championship, placed second at the Mid-Senior Four-Ball, tied for fourth at the Senior Four-Ball Championship and the Mid-Amateur Four-Ball South, advanced to the semifinal round of the Senior Amateur Match Play Championship, and placed seventh in the Senior Amateur Championship. Rick also participated in his 10th Southeastern Challenge Match.
2007 Senior Player of the Year
, 57, of Fort Lauderdale, wins his third Senior Player-of-the-Year award in 2007 with an overwhelming 1855 points. Woulfe captured four State titles this year; the Senior, Senior Match Play, Mid-Senior and Mid-Amateur Four-Ball South Championship. He also finished second in the Senior Four-Ball, was a semi-finalist in the Mid-Amateur and qualified for the Four-Ball Championship. This year, Woulfe also qualified for the US Senior Amateur Championship. Overall, Woulfe has nine State titles.
2006 Amateur & Senior Amateur Player of the Year
, 56, of Fort Lauderdale, received his third Player-of-the-Year award and second consecutive Senior Player-of-the-Year award in 2006. This year, Rick was runner-up in the British Senior Amateur, played in his 9th Southeastern Challenge Matches and won the Mid-Amateur Four-Ball South Championship. He also advanced to match play of the US Senior Amateur Championship. Rick placed third in the 2006 Senior Championship and tied for second in the 2006 Mid-Senior Championship.
2005 Senior Player of the YearHis first year competing as a Senior, , of Fort Lauderdale, won the Senior Player-of-the-Year after a successful season. Woulfe, the 2002 and 2004 Player-of-the-Year, played in his 5th USGA State Team Championship this year. This year, Woulfe won the Senior Four-Ball Championship with Bob Ethridge and was part of the winning Lago Mar Country Club team that won the Club Team Championship. Woulfe also placed second in his first Senior Championship. In addition to these Championships, Woulfe has won the 1998 Mid-Senior Four-Ball Championship and the 1995 Four-Ball Championship.
2004 Amateur Player of the Year
, of Fort Lauderdale, receives his second Player-of-the-Year award this year after winning it once before in 2002. This year, Rick has placed in the top ten in four State Championships including second in the Four-Ball with partner Frank Strafaci. In October, Rick played in his 5th Southeast Challenge Matches and has been a member of two USGA State Teams. Rick has two titles under his belt, the 1995 Four-Ball and 1998 Mid-Senior Four-Ball with Frank Strafaci. An All-American at Michigan State, Rick has proved to be a top amateur in the country qualifying for the US Amateur and US Mid-Am six times each, US Senior once and the British Amateur three times.
2002 Amateur Player of the Year
Rick Woulfe captured the Amateur Player of the Year honors in 2002. Woulfe would finish t3 in the Amateur Championship. At the Mid-Amateur Championship, he would qualify for Match Play and advance to the semifinals before losing to Peter Dachisen, or Tampa. Woulfe and Frank Strafaci would finish T10 in the Four-Ball Championship at the Club at TwinEagles and the duo was runner-up in the Mid-Amateur Four-Ball South.
2000 & 2001 FSGA President
Rick served as the President of the FSGA's Board of Directors and Executive Committee for 2000 and 2001.