Owner of the Millennium Falcon before losing it to Han Solo in a game of sabacc. After losing the Falcon, Lando put an end to his days as a smuggler and became an entrepreneur, setting up a small mining operation on the planet Lothal before eventually becoming the leader of Cloud City in the skies of the planet Bespin.
"How you doing, you old pirate? So good to see you!" - SWEV: TESB
"Smuggler? Such a small word. I'm more of a galactic entrepreneur. That means businessperson" - SWR S01E11
"A gambler never shows his cards. Till we meet again!" - SWR S01E11