While Damian Lillard has been widely expected to sign a two-year extension with the Portland Trail Blazers worth more than $100 million, sources tell Sam Amick of The Athletic that it is not a sure thing yet.

The Blazers still needed to have a strong offseason to persuade Lillard to extend through the 26-27 season when he'll be 36. Portland has acquired Jerami Grant and Gary Payton II while also re-signing Anfernee Simons and Jusuf Nurkic this offseason. 

The deadline on an extension is the start of the regular season.