What's the longest contract you have extended someone?

[minnehan]

Don't you hate it when owners give ungodly long contracts to players, locking them up nearly forever?
Ten years ago I turned an expiring $5 Ryan Howard into a $30 monster ($5/yr x 5 yrs). A few years later I traded him to a contender who had to carry the load for a while.
What's the longest you have extended a player?

[mjl]

I extended Trout from $5 to $25 in RJEL, but that was pretty safe it appears. I extended Goldschmidt from $5 to $20 in my NL-only and that's been good too.

[cavebird]

I signed Stephen Drew to a four-year contract once, lol. But it was 2006 or 2007, so it wasn't so bad, and I am pretty sure he was long gone from my roster by the ugly end.

[chancellor]

Me, three years. Record in any league I've been in is five for Albert Pujols.

[DMT]

Longest I've done is two years for Goldschmidt.

[The Dane]

Two years, for Arenado. All others have only been one year.

[Judge Jude]

We did the inaugural general public auction off the release of the Rotisserie book in 1984, with a Mets beat writer who was in the auction and had highly touted teenager Dwight Gooden. so another owner bought him for 5.

Our contracts were x x +5 etc after 2 years

so this was 5 5 10 15 20 25 30

lucky for the owner we had a modest buyout......

now at most you can do 5 5 10 15 and out

[Gregg]

I think I gave my $3 Dante Bichette 4 years. I gave my $10 Pujols 3 years.

[rhd]

Longest for me was 2 years which I did for several players, including Ichiro (the equivalent of $20 contract for each of the extra years). None of the leagues I'm in now have the traditional contract-extension rule. One does have a "franchise" rule where you can extend 1 player for 1 extra year w no increase in salary.

[Big Tymer]

3 year extension last offseason (NL-only) to Arenado at $20. Doing the same to Betts this year (18-team mixed) and likely Bogaerts (12-team AL) both for $20.

Generally I am 2-year max, 1 on pitchers if any but context is key. In leagues with high inflation and for top talents I think 3 years is ok for hitters.

[frae]

I extended Trout from $5 to $25 in RJEL, but that was pretty safe it appears. I extended Goldschmidt from $5 to $20 in my NL-only and that's been good too.

I did the same extension in my 12 team AL Only. I thought about going another year to $30, but liked having some value better. Besides that I don't think I have even gone beyond 2 before. I will be extending Betts for 3 to $20 I imagine in the future.

[shrops]

I agree with the 2 year on hitters one year on pitchers guideline. I've only gone 2 years on a pitcher a handful of times, most recently with Kershaw. (And I wish I'd have gone longer). I've only gone 3 years four times... Carl Crawford, Jose Reyes, Jeff Francour, and Byung Hung Kim (who I had for a dollar at the time.. this was the contract that tought me that 3 years on a pitcher is questionable at best)

the worst extension I've ever seen was 5 years on Mark Prior by a guy in my NL league who is a crazy cubs fanboy. In that league to get rid of a contract you had to pay 50% penalty per contract year to get rid of him, so he was stuck carrying that albratros for years. Every once in a while you still see 5 year - the most recent one I remember is Ryan Braun. (5 years to $30)

[hacko]

I went 4 years On Don Mattingly once - from 8 to 28 - and got to live through his Glory years. Brought me 2 Pennants - 2 seconds!!!!!

Yes I am old.

Now I do - the 2 for hitters and 1 for Pitchers - but am reluctant to do that. This year no extensions in Pony league. More inclined to do one in my AL only league. We do in My AL league have TOPPERS - and I will do that a lot.

[bryanbutler]

depends on how you (or your league) defines "extension." trout is my longest tenured keeper ever though - he started on my minors squad, so i had him 1 year for free, two years at $4, and now he's in the last year of his $16 contract (3 years is the longest my main league allows keepers, including their option year).

[joncarlos]

Pretty sure Trout's current contract in PONY was a 5-year extension, from $12 to $37