Oh so this is what happens when you accidentally sim a season when a team only has 15 players...
I played it out just to see if Sri Lanka would go winless and they finished the season 3-97 with a few close wins towards the end of the season. They were essentially going the entire year with 4 starters and a single reliever just throwing until their arms fell off to which a position player would come in and give up another dozen hits. I reverted the save, gave them their extra 10 players and they finished 53-47 that season.