January 28 / 16.24 Chepstow

16.24

Soft

Chepstow Country & Western Raceday 7th June Open National Hunt Flat Race (Cat 1 Elimination) (GBB)

  • Prize money: £3921.12
  • 2m 0f 11y
  • Class 4
  • 7 runners
SKY
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Chepstow Country & Western Raceday 7th June Open National Hunt Flat Race (Cat 1 Elimination) (GBB)

Runners: 7 runners

Type: NH Flat

Surface: Turf

Weather: Partly cloudy

11/4 (Won)

  • Win: £5.50
  • Place: £1.90

Form:

Last run:

W: 11st 2lb

5 yo Gelding

OR:

Form & Verdict
Bought for £95,000 after winning a 3m Irish point on heavy ground last February; the runner-up (stablemate of Headofthevalley) filled the same position in a bumper but hasn't done much this season over hurdles; this 5yo still commands the utmost respect.
Place /
No / Draw
Date / Going /
Distance / Class
Time + Course Horse + Weight
Jockey / Trainer
Verdict Starting price

4th

6

8th Mar 2026

Good To Soft

3m 2f 0y

Class 3

16:13 Warwick

Big Cadillac

10st 9lb

J: Harry Skelton

T: Dan Skelton

Point/bumper winner; disappointing favourite in a Southwell maiden last time (2m4f, soft; first-time tongue-tie) but thought good enough to contest a Grade 2 the time before and this initial mark may underestimate him; interesting to see which way he goes in the betting.

4/1

3rd

2

18th Feb 2026

2m 4f 88y

Class 4

15:55 Southwell

Big Cadillac

11st 6lb

J: Harry Skelton

T: Dan Skelton

Won in February 2024 in his only Irish point (3m) and turned over a talented odds-on rival in Chepstow bumper (2m, also heavy) just over a year ago; shaped with some promise when sixth in a Ffos Las maiden (2m4f, soft) on hurdles debut in October and no disgrace when well held in Cheltenham Grade 2 novice (3m, good to soft) in December; drops in class and trip with tongue-tie added; leading contender.

5/2

5/2

  • Place: £1.10

Form: 31

Last run: 33 days

W: 11st 9lb

5 yo Gelding

OR:

Form & Verdict
Won his only Irish point; not beaten far in third behind top prospect Idaho Sun (recent Windsor winner) before strolling home from the front at Fontwell (soft; first-time tongue-tie); penalised but major player.
Place /
No / Draw
Date / Going /
Distance / Class
Time + Course Horse + Weight
Jockey / Trainer
Verdict Starting price

7th

1

7th Mar 2026

Soft

2m 3f 178y

Class 1

13:50 Sandown

Gentleman Toboot

12st 0lb

J: Jack Tudor

T: David Pipe

Point/bumper winner who made it 2-2 over hurdles when beating subsequent Dovecote winner Klub De Reve under a penalty at Exeter (2m, good to soft); however, he was turned over at odds-on at Leicester later in December and needs to bounce back.

10/1

2

29th Oct 2025

Good To Soft

2m 5f 122y

Class 3

13:23 Newton Abbot

Gentleman Toboot

11st 2lb

J: Jack Tudor

T: David Pipe

All four runs have been on soft or heavy ground; Irish point winner who had form figures of 312 in bumpers last season and he was progressive in that sphere; returns after wind surgery but he could have a good future over hurdles and he's an interesting contender.

100/30

2

29th Oct 2025

Good To Soft

2m 5f 122y

Class 3

13:23 Newton Abbot

Gentleman Toboot

11st 2lb

J: Jack Tudor

T: David Pipe

All four runs have been on soft or heavy ground; Irish point winner who had form figures of 312 in bumpers last season and he was progressive in that sphere; returns after wind surgery but he could have a good future over hurdles and he's an interesting contender.

100/30

Form:

Last run:

W: 11st 2lb

5 yo Gelding

OR:

Form & Verdict
68,000euros 3yo; fourth foal out of a 2m6f/3m chase winner from the family of Cheltenham Gold Cup winner Minella Indo; stable 0-15 this season in bumpers but he's one to note in the market.
Place /
No / Draw
Date / Going /
Distance / Class
Time + Course Horse + Weight
Jockey / Trainer
Verdict Starting price

3rd

4

28th Jan 2025

Soft

2m 0f 11y

Class 4

16:24 Chepstow

Headofthevalley

11st 2lb

J: Adam Wedge

T: Evan Williams

68,000euros 3yo; fourth foal out of a 2m6f/3m chase winner from the family of Cheltenham Gold Cup winner Minella Indo; stable 0-15 this season in bumpers but he's one to note in the market.

14/1

3rd

4

28th Jan 2025

Soft

2m 0f 11y

Class 4

16:24 Chepstow

Headofthevalley

11st 2lb

J: Adam Wedge

T: Evan Williams

68,000euros 3yo; fourth foal out of a 2m6f/3m chase winner from the family of Cheltenham Gold Cup winner Minella Indo; stable 0-15 this season in bumpers but he's one to note in the market.

14/1

OUR TIP

Form:

Last run:

W: 11st 2lb

5 yo Gelding

OR:

Form & Verdict
Fifth foal; dam unraced sister to winners Ollie Magern (high-class 2m5f-3m1f hurdle/chase), Petite Margot (useful bumper and 2m4f-3m6f hurdle/chase) and Billie Magern (useful 2m4f-3m1f hurdle/chase); his yard had a newcomer fare respectably at Catterick last week.
Place /
No / Draw
Date / Going /
Distance / Class
Time + Course Horse + Weight
Jockey / Trainer
Verdict Starting price

1st

3

5th Apr 2026

Good

2m 4f 139y

Class 4

14:13 Market Rasen

Emerald Breeze

11st 7lb

J: Toby McCain-Mitchell

T: Dominic Elsworth

Fair form when placed on all three hurdling starts, most recently when well-held third behind very useful rival at Chepstow (2m, soft) in February; should be okay on the faster ground here and is bred to be suited by the step up in trip; respected.

5/2

3rd

5

13th Feb 2026

Soft

2m 0f 16y

Class 4

13:40 Chepstow

Emerald Breeze

11st 2lb

J: Tom Bellamy

T: Dominic Elsworth

About 28l behind Bossman Jack when third on seasonal/hurdle debut at Ffos Las (2m, soft) last month but bettered that performance when close second there (2m, heavy) a fortnight ago and can improve again if/when he learns to settle better.

7/2

Form: 4

Last run: 28 days

W: 10st 9lb

6 yo Mare

OR:

Form & Verdict
Bought for £42,000 after running well in Irish points; did so again when fourth in a Uttoxeter bumper (good to soft) and she won't be long before winning; tackling male opposition this time.
Place /
No / Draw
Date / Going /
Distance / Class
Time + Course Horse + Weight
Jockey / Trainer
Verdict Starting price

1st

3

11th Apr 2026

Good To Soft

2m 7f 131y

Class 4

15:32 Chepstow

Harmony Heights

11st 8lb

J: Jack Hogan

T: Fergal O’Brien

Staying-on second on handicap debut at Lingfield (2m7f, soft) in December; flopped in five-runner race at Newbury (3m1f, soft) two months later but had first-time cheekpieces which are now absent; seriously considered on the Lingfield effort but return to better ground asks a question.

11/4

5th

2

17th Feb 2026

3m 0f 57y

Class 4

17:05 Newbury

Harmony Heights

11st 6lb

J: Fern O’Brien

T: Fergal O’Brien

Lightly raced mare who was second on handicap debut at Lingfield (2m7f, soft) and may well have more to offer, especially with headgear turned to; respected.

3/1

3rd

3

12th Oct 2025

Good

2m 3f 100y

Class 3

14:07 Chepstow

Harmony Heights

11st 0lb

J: Jonathan Burke

T: Fergal O’Brien

Some sign of ability in points and in bumpers, beaten single-figure lengths at Uttoxeter and Southwell; has been found an ordinary race to launch hurdling career and should be involved.

6/1

Form: 38

Last run: 228 days

W: 11st 2lb

5 yo Gelding

OR:

Form & Verdict
Two runs in good-ground bumpers, finishing third of 12 at Worcester but tailed off at Newton Abbot; has since left Joe Tickle; Harry Cobden was aboard for both those races.
Place /
No / Draw
Date / Going /
Distance / Class
Time + Course Horse + Weight
Jockey / Trainer
Verdict Starting price

6th

7

28th Jan 2025

Soft

2m 0f 11y

Class 4

16:24 Chepstow

Tuck Your Shirt In

11st 2lb

J: Harry Cobden

T: Mark Loughnane

Two runs in good-ground bumpers, finishing third of 12 at Worcester but tailed off at Newton Abbot; has since left Joe Tickle; Harry Cobden was aboard for both those races.

20/1

6th

7

28th Jan 2025

Soft

2m 0f 11y

Class 4

16:24 Chepstow

Tuck Your Shirt In

11st 2lb

J: Harry Cobden

T: Mark Loughnane

Two runs in good-ground bumpers, finishing third of 12 at Worcester but tailed off at Newton Abbot; has since left Joe Tickle; Harry Cobden was aboard for both those races.

20/1

Form:

Last run: 66 days

W: 10st 3lb

4 yo Gelding

OR:

Form & Verdict
Only 8-1 but tailed off in a Huntingdon bumper (good to soft).
Place /
No / Draw
Date / Going /
Distance / Class
Time + Course Horse + Weight
Jockey / Trainer
Verdict Starting price

1st

2

(3)

13th Apr 2026

Good To Firm

0m 6f 0y

Class 5

15:52 Leicester

Tenbob Tommy

9st 9lb

J: Charles Bishop

T: Sheena West

First crack at sprinting when winning a Polytrack maiden three months ago (effort well advertised since); stiffer 6f should suit on his return to turf (stays 1m) but it's doubtful he's suddenly improved and he's back to handicap company on a career-high mark.

4/1

1

(5)

16th Oct 2025

Good

0m 7f 216y

Class 5

15:30 Brighton

Tenbob Tommy

9st 12lb

J: Charles Bishop

T: Sheena West

Low-mileage maiden who has a few pieces of placed form; good second over C&D (good to firm) most recently, suggesting there may well be a race of this nature in him.

9/2

6

(8)

29th Sep 2025

Good

0m 7f 216y

Class 5

15:55 Brighton

Tenbob Tommy

9st 7lb

J: George Bass

T: Sheena West

Placed in two novices; early days in handicaps and was too free on soft ground when favourite here two weeks ago; could be given another chance.

14/1

Non-runners

Mossy Fen Road, Mr Griffiths, Vol Royale, Wannabe

+o+e Accumulators

Payout
Exacta £9.40
Straight Forecast £8.41
Trifecta £21.40

Selections

SPOTLIGHT:

Gentleman Toboot

Telegraph:

Big Cadillac

D Express:

Headofthevalley

The Star:

Mossy Fen Road

RP RATINGS:

Gentleman Toboot

POSTDATA:

Gentleman Toboot

WEST COUNTRY:

Gentleman Toboot

The Times:

Gentleman Toboot

The Guardian:

Gentleman Toboot

Daily Mail:

Gentleman Toboot

Daily Mirror:

Gentleman Toboot

The Sun:

Gentleman Toboot

Daily Record:

Big Cadillac