She began playing in-person Scrabble tournaments in 2022 and has quickly risen to be one of the top 100 players in the North American lexicon.

[2] In July 2007, Obrestad won a $4 buy-in 180 person online sit-and-go where she claims to have played almost the entire tournament without looking at her cards.

"[3] On 2 March 2008 she won first place and $20,000 in the Stars Sunday Hundred Grand, a tournament with a buy-in of only $11 but with a field of 20,000 players.

[4] On 17 September 2007, Obrestad won the inaugural World Series of Poker Europe Main Event the day before her 19th birthday.

[7] Obrestad came close to winning her second major live title in November 2007, finishing in second place earning €297,800 ($431,184) at the 2007 PokerStars.com European Poker Tour Dublin event to Reuben Peters, after holding the chip lead throughout most of the final table.