1991 - Initial year for Bears Baseball a learning experience.
1992 - The Bears expanded their schedule from just playing Ketchikan to games against Kodiak and Sitka.
1994 - Crimson Bears go 8-4, spilting a six game series with Sitka; and winning 5 out of 6 games with Ketchikan.
1995The Bears were 8-4; at Sitka they won all 4 games; in Juneau they won three games but in Ketchikan the Bears were 1 and 3.
1996 Rob Conway led the team offensively, batting .574.
1997 The Crimson Bears lost one game and won the first ever state high school baseball tournament, the Mat-SU Valley Invitational.
1998 JDHS came up short in its quest to defend its Alaska Invitational Baseball Tournament Title, falling to Kodiak, 7-6, in the championship game in Palmer.
1999 After coaching the JDHS Crimson Bears baseball team for nine years Don Cary, not only the Bears first coach but also the first high school varsity baseball coach in Alaska, had decided to retire and move to Arizona. A baseball commmunity wide retirement party was held at Adair-Kennedy that included an alumni team versus the current varsity team game.
Mike Franklin and Don Cary worked extremely hard to a create the first high school varsity baseball team in Alaska. Coach Cary also tried for several years to convince others that Alaska should have a statewide championship baseball tournamet that would include high school teams from Fairbanks and Anchorage.
2000 In the first ever ASAA sanctioned state baseball tournament, the Bears defeated North Pole to reach the title game but fell just short of a state championship, losing to East Anchorage, by a 3-1.
2002 JDHS Bears claim their first ever state baseball title in school history.
2003 The Bears made it back to back state titles by defeating Bartlett in the State Championship game with a come from behind 7-3 victory.
2004 JDHS won the Southeast Conference and taking the southeast bid to the state tournament.The Bears however fell to an undefeated Kodiak team in the first round of the state tournament.
2005 A tiebreaker, runs allowed, send Sitka to the state tournament and not Juneau. Zach Mixson was named Alaska Gatorade Player of the Year for both his power hitting and dominant pitching on the hill.
2006 JDHS failed to win the SE Tournament.
2007 The Bears win the SE Conference but lose in the state championship game to rival Sitka.
2008 The Crimson Bears cruised to their third state title in school history, posting an impressive 23-2 record eason. The Bears capped the season off with a 9-2 victory over back-to-back-to-back state champions and conference rival, Sitka, in the state title game. Joe Kohan was named both Alaska Gatorade Player of the Year and Louisville Slugger Player of the Year.
2009 JDHS fails to go to the state tournament.
2010 The Crimson Bears go undefeated posting a state record of 21 victories with no defeats. In winning their fourth state title, the Bears were led by a powerful offensive attack in which five starters hit over .400, with three of them hitting over .500 and a sixth player hitting .394. The team’s batting average was .421 with a total of 39 home runs and the team ERA was 2.00. The combined team Grade Point Average was 3.55, winning the State GPA award. Dylan Baker was named the Alaska Gatorade Player of the Year and was also awarded with the Louisville Slugger player of the year.
2011 The 2011 team will forever be known as “The Comeback Crimson Bears”. Facing elimination in the Southeast Conference Tournament, after falling to Sitka 2-1, in a tightly contested game, the Bears rallied for three come from behind, dramatic wins in one day, to win the SoutheastConference Tournament and clinch the # 1 seed going into State Tournament.