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In the pilot episode Dean is 26. Given that the show is in season 15, he would be 41. However, the show conveniently forgets that there was a year ago between seasons 5 and 6, as well as 7 and 8, meaning the show should technically be in 2024, making Dean 43.
In season 9 of Supernatural, Dean Winchester would be around 35-36 years old. Dean was 26 in the first season (2005).
An accumulator bet involves combining multiple bets or selections into a single wager, all selections must win for the bet to be successful. This type of multiple betting is also known as Parlay or Accumulator betting. Accumulator bets are potentially lucrative as the odds are greater therefore requiring a lower stake.