Rockets:
Rockets need a PG who is a good passer, Floor-spacer, defender, and scorer. jrue is an elite defender, and a great shooter, passer and an efficient scorer.
When accounting for salary Jrue and Derrick White are the dream options for them.
Jrue is also has immense experience and championship pedigree.
Shepherd could be great but the rockets are in a win-now mode and therefore will not give him the minutes and usage he needs to live up to his potential
Blazers:
While Jrue is great for them they have no chance to get to a conference finals and will probably consider it a huge victory if they get to the second round (since most predict they will not make the playoff).
Their main focus is stil finding quality players. They should get Shepherd and let their 3 young guards show who deserves the minutes and usage and hope 2 will fulfill their promise.
NOTE: THIS TRADE IS POSSIBLE CONTRARY TO 'FAILED' LABEL.