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Congradudolences 

noun

1. The act of congradudolating

2. Expression of joy and perfunctory sympathy on the death of a horrible and miserly parent-in-law, (usually father) especially when a fortune has been inherited.

interrogation

3. congradudolences ? ( used on the passing of an unpopular relative when the size of inheritance is not known)
Congradudolences bro, that monster in-law's penthouse will be pretty sweet
Congradudolences by bestia March 5, 2015
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congradudolences 

combination of congradulations and condolences, used sarcastically when someone experiences a situation with both a posetive and negative impact.
Bob, looks like your new raise is going to jack you right up to the next tax bracket, congradudolences.

Bob, you know that pain in the ass that used to work for you, well he doesn't work for you anymore - you work for him. Congradudolences.
congradudolences by congradudolences February 14, 2007

CONGRADUDOLENCES 

A response to an announcement from another party when you are not sure if the announcement is good news or bad news.
Well. They just promoted me to Group Leader. I'm not sure how I feel about this.
Oh. Well, congradudolences.
CONGRADUDOLENCES by Dowahsippydo January 13, 2017

Congradudolences 

An exclamation of simultaneous praise and sympathy. What you would say to a person achieving a painful milestone.
Congradudolences on divorcing your husband who ran off with your sister!

congratudolences 

Congratulations offered to a co-worker who has just accepted a promotion that will certainly lead to misery.
Hey, Greg, my congratudolences on making division chief.

congratudolences 

The concatenation of "congratulations" & "condolences".
A conflicted expression of joy & sympathy in the success or good fortune of another whose fortune may also cause suffering, sorrow, misfortune, or grief.
"Well I am employed again."
"My congratudolences."
congratudolences by ZUUL42 May 13, 2019

congradolences 

Conflation of congratulations and condolences. Used primarily when a friend has broken up with someone and is a little upset, yet glad to be rid of them.
"Hey, I heard you broke up with Amanda. Congradolences are in order!"
congradolences by CaptainChaos September 12, 2007