In October every year, on or near the Feast of Saint Francis of Assisi (October 4), the Saint Francis of Assisi Tuition Assistance Trust and Saint Clare of Assisi Disadvantaged Schools Endowment event is celebrated. This is the primary fundraising event for the tuition assistance trust and disadvantaged schools endowment..
In 2020, the SFOA Trustees began honoring one teacher from each Catholic school within the Diocese, rather than single out only one teacher out of thirteen schools as done in years past.
| SCHOOL | TEACHER | YEAR |
| All Saints Catholic School | Gisella Klindera | 2020 |
| Ellen Hinderman | 2021 | |
| Elaine Yarnall | 2022 | |
| Holly Proctor | 2023 | |
| Sue Baggs | 2024 | |
| Karen Arras | 2025 | |
| Lindsey Gardenhire | 2026 | |
| Bishop Kelley High School | Kathy Scribner | 2020 |
| Susan Edmondson | 2021 | |
| Brandon Birks | 2022 | |
| John Simons | 2023 | |
| Jamie Alexander | 2024 | |
| Ryan Klerekoper | 2025 | |
| Elisha Thach | 2026 | |
| Cascia Hall Preparatory School | Mary Elliott | 2020 |
| Brian Rahilly | 2021 | |
| Joe Estep | 2022 | |
| Pamela Benne | 2023 | |
| Natalie Poskey | 2024 | |
| Danny Hightower | 2025 | |
| Candy Coonfield | 2026 | |
| Holy Family Cathedral School | Trish Spoerl | 2020 |
| Veronica Allen | 2021 | |
| Katherine Fugikawa | 2022 | |
| Brian Schafer | 2023 | |
| Becky White | 2024 | |
| Karina Bates | 2025 | |
| Amber Pequito | 2026 | |
| Marquette Catholic School | Ronda Dee | 2020 |
| Jamie Stoermer | 2021 | |
| Cynthia Grinzinger | 2022 | |
| Jami Guinn | 2023 | |
| Andee Evans | 2024 | |
| Donna Mash | 2025 | |
| Megan Fischer | 2026 | |
| Monte Cassino | David Brennan | 2020 |
| Joanne Pearson | 2021 | |
| Jill Heckman | 2022 | |
| Melissa Richardson | 2023 | |
| Caryn Arnold | 2024 | |
| Carmen Applegate | 2025 | |
| Whitney Chillingworth | 2026 | |
| San Miguel Middle School | Dennis Donnelly (posthumous) | 2020 |
| Cheryl West | 2021 | |
| Susan Rackley | 2022 | |
| Ben Malone | 2023 | |
| Anna Deripaska | 2024 | |
| Brennan Denzel | 2025 | |
| Roonie Leitterm-Murrell | 2026 | |
| Saint Catherine of Alexandria Catholic School | Charlene Reid | 2020 |
| Carla Victor | 2021 | |
| Sr. Maria Cordis Guyer | 2022 | |
| Monique McAtee | 2023 | |
| Tanya Choate | 2024 | |
| Betsy Chavez | 2025 | |
| Catherine Hart | 2026 | |
| Saint John Catholic School | Rosa Chang | 2020 |
| Mary Jones | 2021 | |
| Megan Dickson | 2022 | |
| Therese Rawlinson | 2023 | |
| Raquel Aramburo-Valenzuela | 2024 | |
| Belinda Bonham | 2025 | |
| Kara Malcolm | 2026 | |
| Saint Joseph Catholic School | Mary Katherine Gilmartin | 2020 |
| Shannon Johnson | 2021 | |
| Elaine Bartlebaugh | 2022 | |
| Sharon Champlin | 2023 | |
| Hilary McQueen | 2024 | |
| Patty Allison | 2025 | |
| Marian O'Rourke | 2026 | |
| Saint Pius X Catholic School | Julie Haws | 2020 |
| Mary Folluo | 2021 | |
| Lynn Glover | 2022 | |
| Amanda Cook | 2023 | |
| Julie Schultz | 2024 | |
| Cathie Kinnaman | 2025 | |
| Therese Iten | 2026 | |
| Saints Peter and Paul Catholic School | Barbara Prater | 2020 |
| Rhonda Yates | 2021 | |
| Barbara Prater | 2022 | |
| Camila Leon | 2023 | |
| Judy Glenn | 2024 | |
| Jonathan Harris | 2025 | |
| Leslie Galvan | 2026 | |
| School of Saint Mary | Suzanne Nelson | 2020 |
| Kelly Armstrong | 2021 | |
| Shawna Rocco | 2022 | |
| Debbie Williams | 2023 | |
| Donna Luschen | 2024 | |
| Eileen Ames | 2025 | |
| Ann Bloomfield | 2026 |
Year | Saint Francis of Assisi Award(for supporting Catholic education) | Saint Clare of Assisi Award for Service |
2019 | Mr. & Mrs. Robert and Linda Reins | Rev. Msgr. Dennis C. Dorney |
| 2018 | Mr. Kenneth L. Brune | Sisters of St. Francis of the Martyr St. George |
2017 | Mr. John C. Mihm | Mr. Pete Theban (posthumous) |
| 2016 | Most Rev. Edward J. Slattery, Bishop Emeritus of the Diocese of Tulsa | Mr. John Condon, Trustee Emeritus, SFOA Tuition Assistance Trust |
| 2015 | No award given | Alliance for Catholic Education (ACE) |
| 2014 | Mr. Thomas Patrick Nally (posthumous) | Rev. Msgr. Gregory A. Gier |
| 2013 | Most Rev. Eusebius J. Beltran, Archbishop Emeritus of the Archdiocese of Oklahoma City and formerly Bishop of the Diocese of Tulsa (combined award) | |
| 2012 | Robert J. Sullivan, Sr. and The Robert J. Sullivan, Jr. Family (posthumous) | Augustinians of the Midwest Province of Our Mother of Good Council |
| 2011 | Alfred and Katherine Boudreau & the Alfred and Katherine Boudreau Family (posthumous) | Christian Brothers of Bishop Kelley High School |
| 2010 | Ray H. Siegfried, II and the Ray H. Siegfried Family (posthumous) | Benedictine Sisters of St. Joseph Monastery with Special Recognition to Sr. Mary Clare Buthod, O.S.B. |
| 2009 | Mrs. Arden J. Glenn, former Superintendent of Catholic Schools (posthumous) | No award given |
| 2008 | Mr. Robert LaFortune, Jr. | No award given |
| 2007 | Mr. & Mrs. Francis and P.C. Lauinger | No award given |
| 2006 | The William K. Warren Foundation | No award given |
From 2007 to 2019., the James A. Robinson Teacher of the Year was been awarded annually to recognize an one outstanding educator in the Diocese of Tulsa Catholic schools.
Year | Teacher | School |
| 2019 | Ms. Helen Goosman | St. Joseph Catholic School, Muskogee |
| 2018 | Mr. Ken Coughlin | Bishop Kelley High School |
| 2017 | Ms. Dru Jenkinson | Marquette Catholic School |
| 2016 | Ms. Beth Calvin | All Saints Catholic School, Broken Arrow |
| 2015 | Ms. Pat Hinson | Marquette Catholic School |
| 2014 | Ms. Trish Spoerl | Holy Family Cathedral School |
| 2013 | Mr. Brian Arensen | Bishop Kelley High School |
| 2012 | The late Ms. Susan Mamary | Marquette Catholic School |
| 2011 | Ms. Valda Presley | St. Pius X School |
| 2010 | Ms. Mary Jones | St. John Catholic School , Bartlesville |
| 2009 | Sr. Mary Murrihy, S.S.J. | Cascia Hall Preparatory School |
| 2009 | Sr. Eileen Ward, S.S.J. | School of Saint Mary |
| 2008 | The late Mr. Mike Petzet | Holy Family Cathedral School |
| 2007 | Ms. Kay Balletto | Ss. Peter and Paul Catholic School, |
All schools are in Tulsa, unless otherwise noted.