chancers

Those who speculate

Chancers are people who take risks or try to get something through audacity rather than merit.

The term is chiefly British and often carries disapproval—a chancer exploits opportunities without having earned them, or attempts things they're not qualified for: He's just a chancer who talked his way into the job.

The singular is chancer.

opportunists

hustlers

Those who deceive for profit

grafters · sharks · tricksters · con artists · scammers · swindlers · carpetbaggers · profiteers · exploiters · freeloaders

risk-takers

gamblers

Those who bet

daredevils · plungers · high-rollers · thrill-seekers · venturers · wildcatters · fortune-hunters · gold-diggers · prospectors · dreamers

audacity

brazen

Shamelessly bold

cocky · brash · nervy · ballsy · pushy · presumptuous · forward · shameless · impertinent · insolent

luck

flukes

Parasitic flatworms or lucky accidents

lucky breaks · pot luck · roll of the dice · toss-up · crapshoot · hit-or-miss · iffy · dicey · touch-and-go · uncertain

Opposites
risk and planning approach

chancerscalculators

Electronic computation devices

conservatives · pragmatists · deliberators

legitimacy and merit

chancersgenuine article

Authentic original item

meritocrats

moral character in pursuit

chancersstraight shooters

Forthright, honest individuals

honest brokers · straight arrows

Phrases
Family

chance, chances, chanced

Familiarity
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Profile
Timeless · Negative · Everyday, not technical · Rated G