The 20 Biggest Upsets in MMA History
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Darrion Caldwell vs Joe Taimanglo upset biggest upsets in MMA history biggest MMA underdog wins


Joe Taimanglo (+900) upsets Darrion Caldwell (-1375)

Submission (guillotine choke), Round 3

Bellator 159: Caldwell vs Taimanglo — 7/22/2016

Highly touted Darrion Caldwell transitioned into MMA after a highly successful collegiate wrestling run and was easily Bellator’s brightest prospect. With an undefeated record of 9-0 and a string of dominant wins, this matchup was made as a showcase fight for “The Wolf”. Bellator’s plan was straight forward: get their breakthrough prospect another dominant win in the main event, build his name value and move him up the ladder.

For the first two rounds, their plan was working well, as Caldwell was in cruise control. He edged the striking with distance attacks and dominated the grappling aspect with slick chain wrestling and smothering top control. Going into the third and final round, the outcome seemed a mere formality. Caldwell was either going to cruise to a decision win or get a third round stoppage.

Then, everything changed. Just nine seconds into final round, Caldwell shot a double leg takedown from too far outside and left his neck exposed. His much more experienced foe showed veteran savvy and immediately locked in a text book arm-in guillotine choke. The submission was applied perfectly and Darrion had no way to escape. After a last ditch effort to roll over and loosen the grip, Caldwell tapped out.

Opening line: +700 — 5Dimes

Peak line: +1150 — 5Dimes

Closing line: +900 — 5Dimes

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