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Head-to-head record

Dexter Jackson vs Roelly Winklaar

Dexter Jackson
Dexter Jackson
27 3
30 head-to-head meetings
Roelly Winklaar
Roelly Winklaar
Athlete A
Dexter Jackson
Dexter Jackson
United States Men's Open Bodybuilding
Athlete B
Roelly Winklaar
Roelly Winklaar
Curacao Men's Open Bodybuilding
30 Shared Contests
2010 First Meeting
2019 Last Meeting
Query-derived Compiled from contest-result records and cached for performance; community flags are reviewed before any change. Updated September 21, 2026

Dexter Jackson vs Roelly Winklaar head-to-head record and every decided contest between them on record.

Our full story on Dexter Jackson: Dexter Jackson – Complete Profile: Height, Weight, Biography.

Our full story on Roelly Winklaar: Roelly Winklaar – Complete Profile: Height, Weight, Biography.

Meetings
30
Dexter Jackson
27 ahead
Roelly Winklaar
3 ahead
Span
2010–2019
At the Olympia
Dexter Jackson 8–1 Roelly Winklaar in 9

In 30 meetings, Dexter Jackson finished ahead of Roelly Winklaar 27 times to 3, including 9 at the Mr. Olympia.

Every contest Dexter Jackson and Roelly Winklaar both entered

Year Contest Division Dexter Jackson Roelly Winklaar Winner
2019 Mr. Olympia Men's Open Bodybuilding #4 #5 Dexter Jackson
2018 Mr. Olympia Men's Open Bodybuilding #7 #3 Roelly Winklaar
2018 Arnold Classic Australia Men's Open Bodybuilding #3 #1 Roelly Winklaar
2018 Arnold Classic Men's Open Bodybuilding #2 #4 Dexter Jackson
2017 Mr. Olympia Men's Open Bodybuilding #4 #6 Dexter Jackson
2017 Prague Pro Championships Men's Open Bodybuilding #3 #1 Roelly Winklaar
2016 IFBB New York Pro Men's Open Bodybuilding #1 #2 Dexter Jackson
2016 Mr. Olympia Men's Open Bodybuilding #3 #6 Dexter Jackson
2016 Prague Pro Championships Men's Open Bodybuilding #3 #5 Dexter Jackson
2016 Olympia Europe Men's Open Bodybuilding #1 #5 Dexter Jackson
2016 Kuwait Pro Championships Men's Open Bodybuilding #2 #4 Dexter Jackson
2016 Arnold Classic South Africa Men's Open Bodybuilding #1 #2 Dexter Jackson
2016 Arnold Classic Europe Men's Open Bodybuilding #1 #5 Dexter Jackson
2015 Mr. Olympia Men's Open Bodybuilding #2 #7 Dexter Jackson
2015 IFBB EVLS Prague Pro Men's Open Bodybuilding #1 #6 Dexter Jackson
2015 Prague Pro Championships Men's Open Bodybuilding #1 #6 Dexter Jackson
2015 Arnold Classic Europe Men's Open Bodybuilding #1 #5 Dexter Jackson
2015 Arnold Classic Australia Men's Open Bodybuilding #1 #6 Dexter Jackson
2015 Arnold Classic Men's Open Bodybuilding #1 #6 Dexter Jackson
2014 IFBB San Marino Pro Men's Open Bodybuilding #3 #4 Dexter Jackson
2014 Mr. Olympia Men's Open Bodybuilding #5 #12 Dexter Jackson
2014 EVLS Prague Pro Men's Open Bodybuilding #2 #4 Dexter Jackson
2014 Dubai Pro Men's Open Bodybuilding #1 #3 Dexter Jackson
2014 Arnold Classic Europe Men's Open Bodybuilding #3 #5 Dexter Jackson
2013 Mr. Olympia Men's Open Bodybuilding #5 #7 Dexter Jackson
2012 Mr. Olympia Men's Open Bodybuilding #4 #12 Dexter Jackson
2011 Arnold Classic Men's Open Bodybuilding #5 #8 Dexter Jackson
2010 Mr. Olympia Men's Open Bodybuilding #4 #14 Dexter Jackson
2010 Grand Prix Australia Men's Open Bodybuilding #2 #3 Dexter Jackson
2010 Arnold Classic Men's Open Bodybuilding #4 #7 Dexter Jackson

How this is counted: a meeting is one contest where both athletes were judged in the same division. Standing on the same stage in different divisions is not a meeting, because the two were never scored against each other. Dexter Jackson and Roelly Winklaar meet that test 30 times. For scale, this database holds 100 recorded results for Dexter Jackson and 65 for Roelly Winklaar across their full careers. Counted from the contest record as of September 21, 2026.

Dexter Jackson and Roelly Winklaar at their peak

Peak window = the athlete's Olympia-title years where available, otherwise their best-placement years. Derived from recorded contest results. It is a span of years, not a rating.

Dexter Jackson reached his competitive peak from 2008 to 2008, winning 1 Olympia title in Men's Open Bodybuilding.

Roelly Winklaar reached his competitive peak from 2009 to 2010, one of his strongest stretches (40% win rate across 5 contests in the window).

Score these two prime windows against each other on Prime vs Prime, where Olympia dominance is weighted for the size of the field each athlete beat.

Attribute Tug-of-War

Each bar splits a metric by each athlete's share of their combined total. A centered bar means they are level.

Career Overlap Timeline

Each bar runs from an athlete's first recorded contest to their last, so the stretch where the two bars cross is the period both were competing. The marks on the bars are the years they met in the same division, one mark per year however many times they met in it. Careers that never cross can still be read against each other on career totals; they just cannot produce a head-to-head record.

Shared Contest

Career Stats Comparison

These are career-long figures, drawn from the results we hold for each athlete rather than only the contests the two shared, which is why a pair who never met still has something to compare. Where the two differ, the row marks the stronger figure: the higher number, except on Career Start and Best Placement, where the lower one is better and takes the mark. A row the two are level on marks neither.

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Method

This page counts finishing positions

Every figure here comes from where each athlete placed in the contest record. Judging sheets and point spreads are not in the database, so a comparison tells you who finished higher on the night. It does not tell you by how much, or how close the call was.

  • A head-to-head result needs both athletes at the same contest in the same division. Two athletes on the same stage in different divisions were never judged against each other, so that show is not counted as a meeting.
  • Only contests both athletes actually entered can be settled here. Careers that never overlapped produce a side-by-side record and no head-to-head, because there is nothing to count.
  • Career totals cover the results we hold. A missing regional or amateur show lowers a total; it never invents one.
  • A shared placement is left as a tie. It is reported separately rather than split between the two athletes.