The obvious best outcome is of course the number one pick.
The next best option is landing in the 2 or 3 spot which we could trade to Orlando for their two lottery slots; then the Blazers would have three first round picks to deal in a trade.
If Mikel Bridges is the preferred target the Blazer's might not get a bona fide negotiation until the trade deadline because it might take that long to convince Brooklyn that even with Bridges Brooklyn is not going to have a play-in team let alone a playoff team.
Additionally, the Blazer's would need to control the Orlando selections-in case no deal can be executed.
If the Blazer's maintain there position then Hendricks is the pick best suited to augment the front line.
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