Modifiers matching billionaire:

• acquisitive,
• rich,
• glib,
• wealthy,
• conceited,
• resourceful,
• self-destructive,
• narcissistic,
• privileged,
• prolific,
• boorish,
• greedy,
• empathetic,
• dashing,
• powerful,
• adventurous,
• creative,
• bullying,
• arrogant,
• bald,
• influential,
• respected,
• alcoholic,
• persuasive,
• predatory,
• successful,
• flamboyant,
• controlling,
• unscrupulous,
• philanthropic,
• spoiled,
• troubled,
• hateful,
• chivalrous,
• pampered,
• brilliant,
• charismatic,
• domineering,
• prickly,
• deceptive,
• charming,
• inspiring,
• power-mad,
• reclusive,
• ruthless,
• regal,
• exploitative,
• ambitious,
• pushy,
• effective,
• cynical,
• pudgy,
• debonair,
• evil,
• media-savvy,
• egotistical,
• abrasive,
• materialistic,
• compulsive,
• handsome,
• optimistic,
• visionary,
• aggressive,
• daffy,
• artful,
• artistic,
• inspirational,
• self-regarding,
• accomplished,
• crazy,
• secretive,
• lonely,
• hedonistic,
• snobby,
• mischievous,
• cocky,
• unsophisticated,
• well-connected,
• vindictive,
• haughty,
• shrewd,
• opportunistic,
• rude,
• smug,
• covetous,
• competitive,
• crass,
• obsessive,
• pioneering,
• manipulative,
• boastful,
• generous,
• business-savvy,
• suave,
• womanizing,
• innovative,
• compelling,
• deceitful,
• larger-than-life,
• miserly,
• Machiavellian,
• selfish,
• idealistic,
• megalomaniacal,
• cultured,
• energetic,
• decadent,
• dominant,
• entrepreneurial,
• modest,
• bossy,
• hypocritical,
• corrupt,

Simple categories matching optimistic:

• child,
• soldier,
• invalid,
• billionaire,
• person,
• scholar,
• lover,
• lawyer,
• shyster,
• philosopher,
• hero,
• writer,
• sidekick,
• poet,
• warrior,
• duck,
• guru,
• boxer,
• director,
• politician,
• clown,