Orlando wouldn't take that deal, anyhow. Bradley is a lesser version of Oladipo without the potential for improvement, Rozier may or may not be an NBA player, and the picks we'd offer would probably be mid-1sts.
That's really quite debatable.
Oladipo is 23 years old and is in his third NBA season. Bradley at the age of 23 was in his 4th NBA season, but I think it's fair to compare stats to the point since Bradley barely saw playing time in his rookie year (due to a combination of his injury and the level of talent on the team).
So, lets compare Oladipo's career stats so far, against Bradley's stats up to (and including) the 2013/14 season - where he was 23 years old.
Scoring outputOladipo is 23 years old and has averaged 16.9 Point Per 36 so far for his career.
Bradley was averaging career scoring numbers of 14.1 Points Per 36 by the end of the 2013/14 season.
Oladipo has definately scored more points on a Per minute bases, if you factor in the dramatic difference in their scenarios (Bradley playing behind three HOF in Boston, versus Oladipo plying big minutes on a lottery team) Oladipo obviously has had more offensive opportunity.
All things considered, I'd say they are about on par.
Shooting PercentagesOladipo has shot 42.3% from the field, 32.6% from three and 79.8% from the line so far for his career.
Bradley was averaging career percentages of 43.8% from the field, 36.6% from three and 78% from the line by the end of the 2013/14 season.
The thee point shooting clearly puts things in Bradley's favor here.
Finishing around the basketSo far in his career Oladipo has taken 30.3% of his shots inside three feet, and he has shot 55.7% on those shots.
By the end of the 13/14 season Bradley had taken 27% of his shots inside three feet, and he shot 58.8% on those shots.
Bradley actually finished better around the basket than Oladipo.
Point Guard SkillsOver his career so far, Oladipo has averaged 4.1 APG and 2.9 TPG, for a career average of 1.41 Assists Per turnover.
Up until the end of the 13/14 season, Bradley averaged 1.4 APG and 1.2 TPG, for a career average (at the time) of 1.16 Assists Per Turnover.
Oladipo has been a better playmaker, but not by much.
Defense By the end of the 2013/14 season Avery Bradley had already made an All Defensive team and was widely recognised as one of the best perimeter defenders in he game.
Oladipo is a good defensive player, but he has yet to make an all defensive team or earn the type of defensive reputation that Bradley had by that point in his career.
Overall-
All things considered, it's pretty hard to argue that Oladipo is significantly (if any) better right now than Bradley was at the same point in his career.
Like Bradley Oladipo is a guy who shows solid, but not sky-high potential. He's shown pretty limited development up to this point, and is not really a massively different player now than he was in his rookie year - there haven't been any real signs to indicate he's going to take that next step.
The way I see it, trading Bradley for Oladipo would be very much a sideways move - if anything Oladipo's shooting limitations would probably hurt us more than Bradley's average ball handling/ passing skills, since we have a dramatic lack of quality shooters on this team but a reasonable numners of capable passers / ball handlers.
So trading Bradey for Oladipo just doesn't really make a lot of sense.