1. Allan Houston — 6 Years, $100 Million
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Penny’s contract was longer.

Roy and Bosh gave their teams fewer games.

Lewis and O’Neal cost more.

But Allan Houston’s six-year, $100 million contract will always be the standard against which other bad deals are judged.

Part of it is the perfectly round number. There’s just something about that $100 million that sticks with you.

There’s also the New York factor, and the way this deal stands out as a symbol of the chronic mismanagement that has crippled a marquee franchise. Houston is the fourth player on this list to hvae spent time with the Knicks.

Note, too, that Houston’s deal was a major reason the league added the amnesty provision to the 2005 CBA.

Oddly, the Knicks didn’t use the Allan Houston Rule to relieve themselves of his contract. They employed it to get rid of Jerome Williams’ salary, yet another indicator of how badly run the organization has been for years.

They couldn’t even use a provision eventually referred to by Houston’s name on Houston because they had other bad contracts to escape.

Are there any conclusions to be drawn from the fact that the Knicks simultaneously possessed the ninth, eighth, third and worst overall max contracts in league history at the same time, which happened in 2005-06 when they were paying Francis, Marbury, Hardaway and Houston?

Like, maybe that the current disorder and underachievement is just a symptom of a decades-old disease?

Yes. Yes is the answer we’re looking for on this one.

Houston gave New York two good seasons on the contract he signed in 2001, slipped in his third year and played just 20 games in his fourth. He retired and collected checks for the final two seasons of the agreement—and is still employed in the front office today.

There’s something poetic about one of the league’s greatest examples of misspent money serving as an assistant GM for the same franchise that paid him as a player.

Only in New York.