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Portland Trail Blazers All-Time Most Disappointing Acquisitions #10: Derek Anderson

Coming in at #10 on our All-Time Team full of Most Disappointing Portland Trail Blazers acquisitions is a player who not only fell short in his individual performance but stood as a symbol for the end of an era.

Even though he had bounced to three teams in his four year career when the Blazers acquired him in the summer of 2001, Derek Anderson was still considered a potential diamond in the rough.  And yes, we modified the idiom there, making the translation of that phrase "potentially a guy who might have potential".  Anderson wasn't a star, but he could have been heading there.  Injuries had kept him grounded in his early years with the Clippers, but given more responsibility with the Cavaliers and Spurs respectively the 6'5" shooting guard had averaged 16 ppg over the past two seasons.  In San Antonio he developed a three-point shot (40%).  He had a little bit of an all-around game, averaging around four rebounds and assists respectively.  The Spurs' defense even made that aspect of his game look good.  Most importantly for the Blazers, he was only a week past his 27th birthday when they acquired him in exchange for Steve Smith, who was more like a decade past that point.

The tenure of famous Portland Trail Blazers General Manager Bob Whitsitt had three distinct phases.  When he joined the team in the early 90's he dismantled the old Drexler-led lineup, converting aging-yet-successful players into younger talent gambles.  Isaiah Rider and Rasheed Wallace were prime examples of this era.  Enough of those gambles paid off that by the late 90's Whitsitt was able to switch to a diet of experienced veterans to fill in lineup cracks; Scottie Pippen and Smith being exemplary.  When the Wallace-Pippen-Smith teams couldn't overcome the Lakers in 2000 Whitsitt began to switch back to his original mode, trading away veterans for the next wave of hidden stars.  Anderson and forward Ruben Patterson were the shining paragons of that group.

The difference between the '90's and '00's cycles of young-player acquisition were pronounced, however.  For the most part Whitsitt waived the Drexler Era players, using their considerable salary slots to make room for signings, using draft picks and ancillary players to complete trades for new talent.  By the early 2000's the Blazers draft picks were low and their ancillary players were worthless either by virtue of ability or because they were ancient and on hugely expensive contracts.  Therefore Whitsitt had to convert age into youth via direct trade, as in the Smith-for-Anderson deal.  This not only limited his trading partners, it dampened the quality of player he could expect in return. Therefore instead of hosting a true rebuilding project as the 90's had, those years became a desperate grab at B-level players trying to keep a sinking ship afloat.

Enter Derek Anderson.

D.A. was greeted with warm applause by a Portland crowd ready to believe that a return to success was just one young, motivated player away.  That applause quickly turned to shrugs as Anderson's play took on the quality of linoleum bathroom floor tile.  It's there.  It's functional.  There's nothing particularly enticing about it.    Anderson's scoring average dipped 5 points in real terms and began a per-minute descent that would continue throughout his Portland career.  Defense disappeared, the three-point shot deserted him after a year, shooting percentages were soon to fall in the toilet.  Oh, did I mention that the Blazers rewarded him with a six-year contract that would end up paying him over $48 million of the $58 million he would eventually earn in his career?

Oops.

When Anderson began missing games because of toothaches later in his Portland tenure fans turned on him with a vengeance.  It wasn't just him.  The rest of the team had gone to JailBlazer hell.  Anderson was actually one of the last remaining hopes of a player to root for.  When his play and his weeks-long boo-boos took him out of contention for applause Portland fans had lost their last hope.  Their response mixed frustration with a healthy dose of "et tu, D.A.?"   Anderson's fall also stripped Blazer fans of their last illusion that the Whitsitt plan was going to work.  The desperate grab at a return to the brief, blazing glory of 2000 had ended in failure so utter as to be irredeemable.

Out of the case and on the finger the potential diamond in the rough was revealed as cubic zirconia.  Even though the original expectations for him weren't as high as some of the players who made this list, the symbolic nature of his quite tangible letdown was enough to earn Derek Anderson the #10 spot on our list.

Agree or disagree, enhance and debate below.

You can also see our previous entries here:  

#11 Walter Davis  #12 Rudy Fernandez #13 James Robinson, #14 Scottie Pippen, and #15 Walter Berry.

--Dave (blazersub@yahoo.com)

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Wow, my memory still works!

At the time of the DA acquisition, I was a subscriber to “The Sporting News,” and I remember it running an article that praised the move.

Lo and Internet search behold, here it is, by Sean Deveney. Among Sean’s thoughts:

Anderson gives the Blazers another player who can run and finish in transition when the team lifts the tempo. That makes the Blazers more athletic and more fun to watch. Who knows, they just might be getting lovable again.

Now, to really test my memory . . . didn’t Paul Allen own “The Sporting News” at the time?

Steve Goodman lives.

by twinsbrewer on Oct 4, 2011 10:55 PM PDT reply actions  

Loveable

Like a toothache.

—Dave

by Dave on Oct 4, 2011 11:03 PM PDT up reply actions  

"When the team lifts the tempo"

“More athletic and more fun to watch”

The more things change, …

by Norsktroll on Oct 4, 2011 11:47 PM PDT up reply actions  

another example

"More athletic and more fun to watch" =/= “good and will challenge for title”

Sabas: 'You can't smoke, you can't drink, you can't play basketball.' So of the things I like, only sex is left,"

by 92wastheyear on Oct 5, 2011 7:25 AM PDT up reply actions  

I like the pick because it always felt like he should have been better. Unlike most of the other guys on the list who had high initial expectations, and then we realized they sucked. Anderson seemed to have the talent, just half the time it was nowhere to be found.

by Zander on Oct 4, 2011 11:03 PM PDT reply actions  

He was a very nice man

He was our across the street neighbor in West Linn. While I didn’t really know him that well, the interactions that we had were always very polite. He seemed like a good guy to me.

by MoonShooter on Oct 4, 2011 11:07 PM PDT reply actions  

I believe it

Nothing against D.A. personally. It’s just that I am a very nice man too and you wouldn’t want me suiting up as the starting shooting guard for the Blazers either.

—Dave

by Dave on Oct 4, 2011 11:09 PM PDT up reply actions   3 recs

even if bonzi

is your replacement?

PHILLY!

by CleBlazer on Oct 5, 2011 6:20 AM PDT up reply actions  

That is sig-worthy, Dave.

Porter, Drexler, Kersey, Williams, Duckworth. The greatest starting 5 ever.

by Bib Fortuna on Oct 5, 2011 8:30 AM PDT up reply actions  

Whoa...

We get CP3 and NoLa gets HornetsEdge.com?

Hell no.

"You can pretty much flip a coin to see which Portland team will show up: the dark-horse world-beaters or the mixed-up eggbeaters" - Dave

by conspirator5 on Oct 5, 2011 2:38 PM PDT up reply actions  

ugggh D.A.

I almost forgot about him…. Thanks a lot Dave.

by King Mar on Oct 5, 2011 4:09 AM PDT via mobile reply actions  

Very disappointing Blazer tenure

I can’t really remember much of it except for the injury frustrations. This is making me interested in the rest of the list because compared to potential, DA was pretty darn disappointing.

PTB Liberation Day - 2/10/04

by tssbro on Oct 5, 2011 7:42 AM PDT reply actions  

I remember a story Quick wrote

that mentioned DA was using a door for his dining room table. I came away thinking “How come a guy who’s making millions can’t afford to buy a real table?”

Missing the games with a toothache was sad, but not as sad as the games when he shot 3-17 and the Blazers lost by 3 points.

by AverageJon on Oct 5, 2011 7:44 AM PDT reply actions  

If Derek Anderson had 5 good games as a Blazer,

they were all against the Kings. Dude killed us! Of course, guys like Sean Rooks and Kwame Brown have killed us, too.

Loving the series, Dave. It’s always nice to be reminded that grim disappointment is not confined to Sacramento County. Thanks!

SACTOWN ROYALTY - Try our thick creamy shakes!

by section214 on Oct 5, 2011 8:37 AM PDT reply actions  

Good choice, Anderson was a bust

He did nothing memorable and was horribly overpaid.

by byronirvin on Oct 5, 2011 8:40 AM PDT reply actions  

He possibly should be higher on this list...

…he was clearly talented, he understood the game, but,

he had no heart.

DoA. Dead on Arrival.

-t

by webted on Oct 5, 2011 9:56 AM PDT reply actions  

Is this why Mike Rice says he’s got a toothache?

by lawalteral14 on Oct 5, 2011 10:08 AM PDT via mobile reply actions   1 recs

Was just wondering this myself.

Co-host of "BlazersU", every Wednesday afternoon at 3pm, on kpsu.org and 98.1 on the PSU campus.
http://kpsu.org/shows/blazers_u

by Milkbomb on Oct 5, 2011 1:17 PM PDT up reply actions  

Keep it up Dave, these are really interesting!

Brandon Roy all the way; great Blazer, injured or not: #7

by collectiveshane on Oct 5, 2011 10:19 AM PDT reply actions  

Fair arguement...

…I’d probably rank him differently. It’s an interesting arguement. My memories of Derek Anderson’s tenure were not particularly laced with disappointment. Infact? I liked him. Things started to go down hill pretty fast when he started missing games for questionable reasons. He probably deserves inclusion on this list for being a horrible contract decision. How many times has this franchise made “long term guy” contracts to players that almost immediately turn out to be guys we don’t want? I know it happens with every franchise but The Blazers seem to have historically more than their share…gotta question management.

  This is an interesting series…probably good approaching Hallowen. But given all the negativity surrounding the N.B.A.? Coming to this site to discuss daily the biggest disappointments of Blazerdom is like just like adding rain clouds to the thunderstorm.

"Mother Nature started this fight, I think it's about time we ended it!"

by Krang on Oct 5, 2011 10:44 AM PDT reply actions  

I unfortunately remember Derek as the guy who, at the start of each season,

said he’d be the guy to step it up, only to step it down instead. But I was never really convinced he was intentionally tanking it. Caring a little less after a big payday? Possible, but it’s so hard to say.

by Timmay! on Oct 5, 2011 11:58 AM PDT up reply actions  

Was a big fan of D.A.

There flashes in which his three point shot was sharp and I think he even made a game-winner three once.
Of course the lasting memory is the tooth-aches and him getting cut through the amnesty clause.

by JMLakaShotCaller on Oct 5, 2011 10:57 AM PDT via mobile reply actions  

Why?

Why was he so disappointing?

Was he just not talented enough?
Not a hard enough worker?
Injuries (yes, even toothaches)?
Poor fit for the team?
Lacked something physically? (speed, quickness, size?)

What was it? I really don’t know. He seemed to have it all when he came to Portland.

by jamon51 on Oct 5, 2011 12:41 PM PDT reply actions  

Meh.

Disappointing? Yeah, I guess. Seemed like he had better than average SG potential, but performed overall (to me) like he was average. Plus he was a symbol of that dreadful era that consisted of two highs:

1. The ratio of payroll dollars per victory; and
2. The cloud emanating from the players’ lounge.

But really… top 10? I have too many scars as a lifelong Blazer fan for him to be in the top 10. Walter Davis was 100x more disappointing to me than D.A.

"Ted Thompson's running Brett Favre out of Green Bay was the biggest mistake by a GM in the history of the league."

-Skip Bayless, November 2008

by The Cactus Leaguer on Oct 5, 2011 12:47 PM PDT reply actions  

This is a great sequence

I would also like to see one on the best players the team let get away, and a ranking of coaches – that would read like a demon’s list wouldn’t it?

by heybabydrinkyourmilk on Oct 5, 2011 9:29 PM PDT via mobile reply actions  

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