- 
  
  Joe Ciancaglini becomes the second lay person as Director of Schools.
- 
  
  Inaugural St. Madeleine Sophie Award ceremony honoring past and present Sacred Heart community members.
- 
  
  First Valpo Bowl Football Game between Menlo School and Sacred Heart Prep to benefit charity.
- 
  
  The Equity, Justice, and Multicultural Education Office (EJME) is founded by Dr. James Everitt.
- 
  
  The class of 2004 was the last SHP class to graduate on Conway (Palm) Court. Since then, graduation has moved from Dollinger Field to Gator Nation Field.
- 
  
  To support increased student growth in Fine Arts, the "Little Theatre" is replaced with a new state-of-the-art Performing Arts Center.
- 
  
   A tradition is born! The inaugural Cardboard Canoe Race becomes a Sacred Heart tradition. A tradition is born! The inaugural Cardboard Canoe Race becomes a Sacred Heart tradition.
- 
  
  Richard A. Dioli becomes the third lay person as SHS Director of Schools with oversight for both the administrative and academic divisions—Preschool-Grade 8 and Sacred Heart Preparatory.
- 
  
  The campus-wide SHS Sustainability Program begins.
- 
  
  Michael J. Homer Science & Student Life Center opens to support growth in the student body, SHS educators, and STEM programs.
- 
  
  2009 marks the 1st olive harvest on campus from our trees.
- 
  
  Saint Joseph's School graduates its last 8th grade class and the Bulldog mascot retires.
- 
  
  Morey Building is demolished, the west end corner of campus Atheltic Fields are remodeled, and the Baseball Field is relocated.
- 
  
  Inaugural SHP Athletic Hall of Fame Induction Ceremony inducts ten alumni.
- 
  
  New Preschool to 8th-grade campus opens to accommodate an expanding student body and officially becomes Sacred Heart Lower & Middle Schools.
- 
  
  The first Sophie's Scholars Students Cohort started in 6th grade.
- 
  
  The Creative Inquiry Program is established at the prep, and the program at the LMS soon follows.
- 
  
  Sacred Heart Preparatory is named an Apple Distinguished School.
- 
  
  1st annual SHP Fine Arts Boosters James B. Everitt Chili Cook-Off
- 
  
  The Office of Mission, Culture & Strategy (OMCS) formerly known as the Office of Mission Initiatives and Institutional Planning (MIIP) is renamed.
- 
  
  Sigall Building is demolished to support new construction for a growing high school student body of 600 students and 21st-century learning facilities.
- 
  
  The campus plan is complete with the opening of the William V. Campbell Academic and Arts Building.
- 
  
  March 2020 marks the Global COVID-19 Pandemic causing the school to quickly pivot and move to remote learning.
- 
  
  The SHS Endowment reaches $100 million.
- 
  
   First (and hopefully only) drive-in/car socially-distanced graduation at Menlo Circus club due to the COVID-19 Pandemic. Aerial photography credit @Aiden.Appleby First (and hopefully only) drive-in/car socially-distanced graduation at Menlo Circus club due to the COVID-19 Pandemic. Aerial photography credit @Aiden.Appleby
- 
  
  SHP Football earns its first State Championship title, Division 5.
- 
  
  125th high school class of 172 students graduate from the SHS campus.
