He won his first bracelet at the 2018 WSOP in the $2,620 Marathon No Limit Hold'em event, defeating a field of 1,637 players for $653,000.

[3] Later that year, he added another bracelet at the WSOP Europe, winning the €25,500 Super High Roller for €848,000.

He then won another bracelet in the $100,000 No Limit Hold'em High Roller on the final day of the series, earning $1,958,569.

[5] Playing under the name imluckbox, Addamo won a World Championship of Online Poker event in 2019.

[6] In June 2020, he was runner-up to Justin Bonomo in the Super High Roller Bowl Online for $1,187,500, his largest career cash.