Jesse Flores vs Simon CaldwellPrediction, Head-to-Head Results, and Stats
Jesse Flores and Simon Caldwell have met 1 time since 2026; Jesse Flores leads 1–0. Across all meetings Flores has taken 2 sets to Caldwell's 0. Their most recent meeting: Jesse Flores won at M15 Mbombela (2026).
Spread & Straight-Sets Form
Completed best-of-3 matches · Last 12 months
| Indicator | Flores | Caldwell | ||
|---|---|---|---|---|
| Indicator | Jesse Flores | Simon Caldwell | ||
| Wins in straight sets | 71% | 12/17 | — | |
| Wins a set when losing | 26% | 5/19 | 33% | 2/6 |
| Goes to a deciding set | 28% | 10/36 | 33% | 2/6 |
| Covers −1.5 sets as favorite | 69% | 9/13 | 0% | 0/1 |
| Covers +1.5 sets as underdog | 43% | 9/21 | 50% | 2/4 |
| Tiebreak sets won | 54% | 7/13 | 50% | 1/2 |
| Wins after taking set 1 | 72% | 13/18 | 0% | 0/2 |
| Wins 2-0 after taking set 1 | 67% | 12/18 | 0% | 0/2 |
Colored rows are higher-is-better: green above 50%, red below. Favorite/underdog set by book odds; cover rows count only matches with odds on record. Small sample — read with care. Head-to-head: 1 of 1 completed meetings ended in straight sets (Flores 1, Caldwell 0).
Previous meetings
1 career meeting, newest first
May 6, 2026
M15 Mbombela
H Hard · 1st Round
Player ROI
Hypothetical if you put 1u on each player to win every one of their matches · Last 90 days
| Metric | Flores | Caldwell |
|---|---|---|
| W-L | 0–2 | 0–1 |
| Avg odds | 2.79 | 2.69 |
| ROI % | -100.0% | -100.0% |
| Units P/L | -2.00u | -1.00u |
Small sample: ROI stabilizes with more matches; fewer than 10 in the window is noisy.
Travel
Last 30 days
| Metric | Flores | Caldwell |
|---|---|---|
| Countries | 1 | 1 |
| Events | 2 | 1 |
| Matches | 2 | 1 |
| Distance | — | — |
| Route | USA | USA |
Host country from the tournament each match was played in, over the last 30 days. Route is the order of countries visited; consecutive stops in the same country are shown once. Distance is the great-circle total between host cities, shown only when every stop in the window is geocoded. A rough fatigue signal, not a headline stat.
Common opponents
Results vs. opponents both players faced · Last 12 months
Across 1 shared opponent, both Flores and Caldwell posted a 0% win rate.
| Opponent | Flores | Caldwell |
|---|---|---|
| Alan Magadan | L 64 36 36 | L 26 46 |
Recent Form
Last five matches per player
Oliver Okonkwo
M15 Champaign · 1st Round
Aug 26
Karl Poling
M25 East Lansing · 1st Round
Aug 12
Alec Beckley
M15 Mbombela · Semifinals
May 9
Marc Van Der Merwe
M15 Mbombela · Quarterfinals
May 8
Jordan Hasson
M15 Mbombela · Round of 16
May 7
Jordan Hasson
M15 Mbombela · 2nd Round
May 7
Simon Caldwell
M15 Mbombela · 1st Round
May 6
Simon Caldwell
M15 Mbombela · Round of 32
May 6
Luis Carlos Alvarez Valdes
M25 East Lansing · 1st Round
Aug 12
Ilyas Milad Fahim
M15 Rochester · 1st Round
Jul 15
Jesse Flores
M15 Mbombela · 1st Round
May 6
Benjamin O'Connell
M15 Mbombela · 2nd Round
May 1
Mario Martinez Serrano
M25 East Lansing 1 · 1st Round
Nov 5
Alan Magadan
M15 Ann Arbor 1 · 1st Round
Sep 24
Braden Shick
M15 Huntsville 1 · 1st Round
Aug 12
Win rate
Matches, sets and games won · Last 12 months · 6–36 matches
| Metric | Flores | Caldwell |
|---|---|---|
| Matches won | 47% | 0% |
| Sets won | 48% | 14% |
| Games won | 51% | 36% |
Record by tier
Head-to-head record by tournament tier
| Stage | Flores | Caldwell |
|---|---|---|
| ITF M15 | 1 | 0 |
By surface
Head-to-head record per surface
| Surface | Flores | Caldwell |
|---|---|---|
| Hard | 1 | 0 |
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