• First fraternity at Lee  (received official sanction on September 26, 1962)

• First fraternity to have a member elected SGA President (Junus Fulbright- 1965)

• First fraternity to have a member elected SGA vice-President (Ted Gee - 1963)

• First fraternity to have a member elected President of the junior class (John Lombard - 1964)

• First fraternity to have a member elected President of the sophomore class (Junus Fulbright - 1963)

• First fraternity to have a member elected President of the freshmen class (Jim McClain - 1963)

• First fraternity to have a member elected President of PDO (John Lombard - 1964)

• First fraternity to have a member elected President of PFC (Doug Leroy - 1964)

• First fraternity to have a member elected President of the missions fraternity (Jim Hubbard - 1964)

• First fraternity to have a member elected President of the spanish club (G. Dennis McGuire - 1964)

• First fraternity to have a member achieve All-American status in a sport twice, win a national Championship, and have his jersey retired (Larry Carpenter - 1973-75)

• First fraternity to hold a Rush Party : August 27, 1987 (at North Cleveland Youth House )

• First fraternity to set up a booth at Homecoming - Fall 1966

• First fraternity to have an afro-American member elected as club President (Eric Diggs - 1994)

• First fraternity to have a member graduate from the Lee University Master's program (Shane Stephens - 1996)

• First fraternity to own an internet domain - "upsilonxi.com" - December 5, 1997

• First fraternity to have a member win the Charles P. Conn athlete of the year award (Scott Varner - 1996)
  

Inter-fraternity firsts

• First Sadie Hawkins day : September 29, 1962
• First banquet : December 8, 1962 (A.T. Humphries was the guest speaker)
• First service project for the campus : Fall 1962 (painting porches of Walker Memorial building and getting flag donated from the U.S. Capitol)
• First service project for the administration : Fall 1962 (Ushering)
• First coming out day in blazers : November 8, 1963
• First Black and Grey : Fall 1965
• First missions project : Fall 1966 (raised money for a heater at a Navajo church in New Mexico)
• First "Reflections" devotion book published - Fall 1966
• First Block Party : August 29, 1987
• First Big Brother Ceremony : September 7, 1987
• First Little Brother Study Hall : September 8, 1987
• First Pre-Sadies Party : October 8, 1987
• First Sadies to be rescheduled due to inclement weather : Fall 1993
• First Webpage : November 10, 1996 (published by Joe "Highrock" Giove)
  

• First President : Duran Palmertree - Fall 1962

• First officially elected President: Kyle Hudson - Spring 1966

• First brothers to serve as President: Ken Stone - Fall 1983 / Tim Stone - Fall 1984

• First father/son to serve as President: Bill Winters - Fall 1968 / Robbie Winters - Fall 1999

• First officially elected vice-president : Dale Huff - Spring 1962

• First officially elected secretary/treasurer : Duane Lambert - Fall 1962

• First officially elected secretary : ?

• First officially elected treasurer : ?

• First officially elected Chaplain : Billy J. O'Neil - Fall 1962

• First officially elected Historian: Carroll Landreth - Spring 1984

• First semester with two historians : Fall 1988

• First officially elected Senior Member : Tom Johnson - Fall 1991

• First officially elected Alumni Coordinator : John Weston - Fall 1991

• First Parliamentarian : Robert Herron

• First Sergeant at arms : Keith Munford

• First Induction chairman : ???

• First Highman : ???

• First bi-High :David Blair - Spring 1983

• First Lowmen : ???

• First Tri-Lowman: Joey St. John - Spring 1990

• First Sweetheart : Charlotte Miller - Fall 1962

• First Little Sisters : Anita Ball, Carol Shoemaker, Diane Peterson, Gayle Walston -Fall 1978

• First Inductees : Ted Gee and Gordon Bloodworth - 1962

• First Upsilon man accepted to medical school : Cleve Waters
• First Upsilon man to serve as a military chaplain : Bill George
• First Upsilon Catechism was compiled by Doug Leroy, John Lombard, Ron Harvard
• First Upsilon man on the Price is Right : Rodney Knox
• First Upsilon man to go through retreat twice - Kevin Mcglamery
• First Upsilon man to go through induction three times - S. Don Price
• First historical "induction binder" put together for new inductees to memorize - Fall 1987
• First "Church of God of Prophecy" member to be tapped by Upsilon : Harold Hunter - Fall 1969