If you really want to weep for what could have been, go back to 2016. C's whiffed on all but Jaylen.
#3 - Jaylen Brown. 
#16 - Guerschon Yabusele --> still on the board at that point - Malik Beasley, Caris Levert
#23 - Ante Zizic --> still on the board at that point -- Pascal Siakam, Dejounte Murray
#31 - Deyonte Davis --> still on the board at that point -- Ivica Zubac
#35 - Rade Zagorac --> Still on the board at that point -- Malcolm Brogdon
#45 - Demetrius Jackson --> still on the board at that point -- Georges Niang
#51 - Ben Bentil
#58 - Abdel Nader
--> players that went undrafted that year: Fred VanVleet, Alex Caruso, Dorian Finney-Smith, Gary Payton II, Derrick Jones Jr

We could have been set as a contender for a decade with better drafting:
Jaylen Brown, Pascal Siakam, Dejounte Murray, Ivica Zubac, Malcolm Brogdon, Fred VanVleet, Alex Caruso and Dorian Finney-Smith.

Keep in mind we were still getting Tatum the following draft. 

A wing rotation of Brown, Tatum, Siakam and guard rotation of Murray, Brogdon, VanVleet and Caruso with Zubac in the middle would have been a dominant team for the past decade.  Better picks in subsequent years, who knows how many titles we'd have right now.

I know Danny was overloaded with picks and not enough roster spots to put them which drove a lot of his picks but this is a prime example of what overhoarding picks can cost you in terms of selecting to stash rather than selecting to keep.

A 68 page draft thread.  Those were the days.

https://forum.celticsstrong.com/index.php?topic=103158.0