The winning Massachusetts The Numbers Game numbers for October 8, 1999 were: evening 8-6-4-4.
Sum is the digits added together (5+5+0 = 10). Root sum keeps adding until one digit is left (10 → 1+0 = 1) — many regular players track it in their notebooks. Odd/Even marks each digit O or E (5-5-0 = OOE). High/Low marks 0–4 as L and 5–9 as H (5-5-0 = HHL).
| Date | Draw | Numbers | Sum | Root |
|---|---|---|---|---|
| Oct 8, 1999 | Evening | 8-6-4-4 | 22 | 4 |
| Oct 7, 1999 | Evening | 4-7-3-7 | 21 | 3 |
| Oct 6, 1999 | Evening | 5-8-1-2 | 16 | 7 |
| Oct 5, 1999 | Evening | 1-8-9-0 | 18 | 9 |
| Oct 4, 1999 | Evening | 7-1-3-5 | 16 | 7 |
| Oct 3, 1999 | Evening | 2-1-1-2 | 6 | 6 |
| Oct 2, 1999 | Evening | 1-6-7-8 | 22 | 4 |