| Date | Time | Headline |
|---|
| Wed Apr 10 | 13:10 | Kelly Olynyk Resting Wednesday |
| Wed Apr 3 | 15:12 | Kelly Olynyk Won’t Play Wednesday |
| Mon Mar 4 | 18:19 | Kelly Olynyk Agrees Two-Year Extension With Raptors |
| Mon Mar 4 | 16:06 | Kelly Olynyk Flops In First Game Without Scottie Barnes |
| Thu Feb 22 | 16:04 | Kelly Olynyk Absent From Injury Report |
| Thu Feb 15 | 08:18 | Kelly Olynyk Exits With Back Strain |
| Fri Feb 9 | 11:12 | Kelly Olynyk Uncertain To Make Raptors Debut On Friday |
| Thu Feb 8 | 14:34 | Kelly Olynyk, Ochai Agbaji Dealt To Raptors |
| Fri Dec 8 2023 | 15:55 | Kelly Olynyk Expected To Return On Friday |
| Sat Dec 2 2023 | 14:08 | Kelly Olynyk Won't Play On Saturday |
| Thu Nov 30 2023 | 18:51 | Jordan Clarkson, Kelly Olynyk Remain Questionable |
| Wed Nov 29 2023 | 18:24 | Jordan Clarkson, Kelly Olynyk Upgraded To Probable |
| Wed Nov 29 2023 | 10:22 | Kelly Olynyk Questionable Wednesday |
| Thu Oct 19 2023 | 15:58 | Kelly Olynyk Finishes Preseason Quietly |
| Sat Apr 15 2023 | 06:58 | Kelly Olynyk Will Likely Have His Option Picked Up |
| Mon Apr 10 2023 | 09:49 | Kelly Olynyk Caps Off Season With Hot Shooting |
| Sat Apr 8 2023 | 13:07 | Kelly Olynyk Resting Versus The Nuggets |
| Fri Mar 31 2023 | 15:26 | Kelly Olynyk Is Available Against Boston On Friday |
| Sat Feb 25 2023 | 00:30 | Kelly Olynyk May Miss Matchup With Spurs |
| Fri Feb 10 2023 | 13:15 | 2023 NBA Trade Deadline Breakdown - Fantasy Basketball Impacts |
