Sterling Dickerson grew up in the Richmond area and graduated from Meadowbrook High School.  He passed up the opportunity to play college basketball to accept an engineering scholarship at Virginia Tech.  After two years and one JV basketball season at Tech, some personal situations brought Sterling back to Richmond.  Through this time period, he visited a graduation at Emmanuel College in Franklin Springs, Georgia with some friends from church. After that visit, Sterling enrolled.

In the three (3) years at Emmanuel College (NAIA affiliate-National Association of Intercollegiate Athletics), Sterling played as a scholarship player, where he was named EC Men's Defensive Player of the Year (1993-1994), EC Men's Sportsmanship Award winner (1994-1995), and Co-Captain and Team Chaplain (1994-1995).  He also gained his Bachelor's in Business Administration.

At this time, Sterling returned to Richmond, Virginia and started a career in coaching and training athletes. He returned to his alma mater, Meadowbrook High School (Girls Basketball 1995-1997).  He served as JV Head Coach and Varsity Assistant, and had players go on to play college basketball at Providence, Randolph Macon, Coppin State, and Pittsburgh via Cincinnati State College JUCO-Junior College).

The idea for Everything Basketball began in 1997 trading as Positively Basketball delivering camps and clinics to boys and girls in the city of Richmond and surrounding counties.

Sterling began teaching at James River High School in 1997.  That year, Positively Basketball established Amateur Athletic Union (AAU) teams.  Seeing the lack of opportunities for girls to play basketball, Sterling decided to bring AAU to the Central District targeting Meadowbrook, Prince George, Dinwiddie and Hopewell high schools.  At this time a 16-under girls team was formed along with two boys teams, 17 and 19-under.

During this same time period he coached at Midlothian High School (Boys Basketball 1997-2000).  He helped to revive a program that had won only 15 games in the last 3 seasons.  During the three (3) years, Sterling was the Varsity Assistant, the team finished 39-28 and players continued their careers in college at Radford, Hampden Sydney, North Carolina A & T and Fort Lewis College.

He continued his coaching and player development at Benedictine High School following the legendary Warren Rutledge.  In five (5) years as the Varsity Assistant; Benedictine finished 116-37 overall; 58-8 at home with 5 consecutive 20+ win seasons.  During that time, Benedictine held national rankings of #10 (2003), #15 (2004), #33 (2005) in the Hoops USA National Consensus polls.  After winning three (3) State Catholic championships, one (1) State Independent Championship, and numerous local tournament championships, the true prize for Sterling was to have players go on to play at West Virginia, Randolph Macon (Div. III), Clemson, VMI, Maryland via New Mexico/Paris JUCO), UNC Asheville, Wagner via Hampden Sydney (Div. III), and Navy.  Due to the coaching demands at Benedictine High School, Positively Basketball took a sabbatical.

The summer after leaving Benedictine, Sterling was asked to coach a high-level exposure team for Richmond USA Basketball Club.  The team traveled to West Virginia and up and down the east coast, as far north as Pennsylvania and as far south as South Carolina.  After that summer he returned to his alma mater Meadowbrook High School (Boys Basketball 2005-2006) as a Varsity Assistant where the Monarchs finished 24-6.  During this season, Meadowbrook became Richmond Times Dispatch Tournament Champions, Central District Regular Season Champs, Central Region Champs, and State Quarterfinalist.  Players from that team went on to play in college, three at Charleston Southern, one at Fairfield University, one to eventually play at University of Richmond, and two others to Junior Colleges in Oklahoma and Georgia.

The following summer Sterling decided to have his own exposure team under Positively Basketball.  This team had a very successful summer surprising most opponents and competing with the elite on the east coast.  They also became the 2007 USSSA Boys 17U State Champions in Virginia.

Positively Basketball took it second sabbatical when Sterling became the Director of Basketball at U-Turn Sports Performance Academy from 2007- 2011, where he continued to train and develop athletes from beginners to professionals between the ages of 6-32.  During this time Sterling also coached (2) AAU teams a year (one boys and one girls) for U-Turn from 2008-2011.  In addition, Sterling coached at Atlee High School (Girls Basketball 2007-2008) and Henrico High School (Girls Basketball 2008-2009) as a Varsity Assistant.

In June of 2011, Sterling decided it was time to follow his heart and rebirth Positively Basketball with an expanded vision under Everything Basketball Inc.  Everything Basketball Inc. became operational in July 2011.