The Midwinter Conference Sweepstakes drawing was held on January 23, 2023 at the Austin Southpark Hotel in Austin, Texas.
Congratulations to the following winners:
| Prize | Amount | Name | City | Post | |
| 1 | Grand Prize | $10,000.00 | Patrick Casey | Seabrook | 490 |
| 2 | Second Prize | $2500.00 | George Havran | Houston | 472 |
| 3 | Third Prize | $1000.00 | Richard Aguilar | Corpus Christi | 345 |
| 4 | Fourth Prize | $500.00 | Richard Pleasant | San Antonio | 10 |
| 5 | Fifth Prize | $500.00 | Kyle Armstrong | Wichita Falls | 120 |
| 6 | Sixth Prize | $100.00 | Romeo Bachand | Granbury | 491 |
| 7 | Seventh Prize | $100.00 | Harold Vance | Burleson | 426 |
| 8 | Eighth Prize | $100.00 | Richard Ramsay | Carrollton | 597 |
| 9 | Ninth Prize | $100.00 | Robert Ellis | Bryan | 159 |
| 10 | Tenth Prize | $100.00 | Robert Brewer | Hockley | 345 |
Winners are posted in the February and August monthly issue of the Legion Times immediately after the drawing and can be found at www.txlegion.org.
