Second, because Stepien had traded away so many picks, the Cavaliers' new owners were allowed to buy a bonus first round pick in the 1983, 1984, 1985 and 1986 drafts -- note that there 24 first round picks in those years, even though there were only 23 teams. The '83 pick was tacked onto the end of the round (#24), the '84 pick was in the exact middle of the round (#12), and the '85 and '86 picks were slotted immediately after the position of the Cavs' original picks (#9 and #8[*]). The Cavaliers used these picks to select Stewart Granger, Tim McCormick (rights traded on draft day in deal in which rights to Mel Turpin were acquired instead), Charles Oakley, and Ron Harper. Absent Stepien's pillaging of the franchise's future draft picks, Cleveland never would have had access to these picks, and probably would not have been able to get any of these players. At the very least, even if we're suspending disbelief and assuming that Cleveland was somehow able to get the same players they got with their real-life draft positions, they could have gotten either the players taken with their own pick or the player taken with the bonus pick, but not both (e.g., Tarpley or Harper in '86, but not both of them).

Note that the above issues don't impact every first round pick during this period. As already noted, the Cavaliers theoretically should have been able to get James Worthy and Derek Harper even with the changes to history that you've made. Roy Hinson and Brad Daugherty were likewise selected with picks acquired in trades which don't appear to be dependent on anything that's been changed.

[*]A side note: The draft lottery was started in 1985. Cleveland made the playoffs that year -- just barely -- but they were in the lottery in '86. Their original '86 pick, which they had traded to Dallas, ended up being the final pick of the lottery, so they had the next pick after the lottery. I'm not sure how things would have been handled had Cleveland's original pick ended up higher in the lottery in either of those years. In other words, did Cleveland pick immediately after the lottery in '86 because that happened to be one slot after their pick, or were they locked into that position no matter how high their pick ended up? If the pick had ended up #1, would they have picked #2, or still #8? I don't know the answer to this.