He didn't say we had to win them all, he said the next six games will likely determine whether we're in the playoffs or not, and if we are then there would be a trade. His exact words were something like, "we need to win some games before trading makes any sense" or something to that effect.
We're likely to be around .500 in the next 6 games, just like the whole season.
Whether we make the playoffs will depend on the last two or three games, imo.
That shouldn't decide whether Holland does or doesn't make a trade to improve this team's future.