I agree, the roster issues could not be fixed in one deadline especially with the Simmons situation dictating everything. Also the Simmons hole is technically still there. Harden replaced Curry and the combination of Thybulle/Green isn't enough.
Swappping Harris for a really strong three-and-D guy might get them there.
But making the long expensive commitment to Harden will be risky - the ironic reality it would be best if he's the third start not the second star, which was also true of Simmons for different reasons. Is Maxey the second star, or will Daryl really be out there still be shopping for Beal/Lillard etc., if available?
I think it's also true that a 1st or 2nd round exit costs the coach his job, the clamor will be too much, and Morey didn't hire him. Gotta think it's not a perfect relationship, Doc was expecting to have more control when he thought he was working for Brand, and then Morey traded his son-in-law!
This is a weird year, it's a failure if they still finish in 4th or 5th after getting Harden, but the match-up luck can't really be controlled. Some high seed is going to get stuck with the Nets and the Sixers would presumably rather play Chicago than Toronto.