Tyrell Ashcroft

Right Back - Chesterfield
20 Sep 2026
Sunday
Process

Marked for Tyrell Ashcroft

7 Edition

The Chesterfield Courier

14 Sep 2026
From our football correspondent Steady

Transfer targets

Too dear: Chesterfield walk away from Sam Parker

$150.0K was the most the club would pay and Swansea City were asking for more. Deals like this are revived in the last week of a window roughly half the time, and everybody involved knows it.

Match

Crewe Alexandra take the points off Chesterfield

Beaten 2‑3, and beaten fairly. The manager kept his words short afterwards, which was probably wise.

Squad

Words exchanged at Chesterfield

Tyrell Ashcroft and a teammate said things this week that will take longer than a week to unsay. It was not about football, and both of them play on Saturday.

Player ratings

Jack Holmes runs at them all day

Successful dribbles: 16. There is a particular sort of despair on a full-back's face by the seventieth minute, and it was on display.

Market

Talks stall between Chesterfield and Tennai Watson

“We are a long way apart, and pretending otherwise helps nobody.” Neither side is close, and the calendar is not on the club's side.

The dugout

Peter Russell answers for it

“The supporters are entitled to be angry. So am I. We will put it right.” 2‑3, a manager saying the necessary things, and a dressing room that heard a different version of them.

Squad

Jacques Bayo is a square peg at Chesterfield

The system has changed and his position has not. A footballer can improve his form; he cannot improve the manager’s formation, and that is the whole of the problem.

The dugout

Pep Caballé dropped after a run of poor form

The one version of being left out a player cannot argue with, and the one he takes worst. Somebody else has been better and the team sheet says so, in public, every week until it changes.

Player ratings

Joel Randall could have had three

12 attempts, none of them in. He got into the right places all afternoon, which is the hard part, and did the easy part badly — and that is the version of a bad day a manager can live with.

In brief

Back issues
6 Edition

The Chesterfield Courier

7 Sep 2026
From our football correspondent Upbeat

Player ratings

Age has not caught Will Grigg yet — 8.27

At 35 he is supposed to be managing his minutes. Instead he was marked 8.27 and looked, for ninety minutes, exactly like the player everybody remembers.

Market

Lewis Gordon hands in a written request

“I have nothing bad to say about this place. I just need to be somewhere else.” It is in writing now, which changes what Chesterfield can pretend not to have heard.

Boardroom

Chesterfield close the window on a squad of their own making

17 in and 6 out, and no more changes for months. The manager has what he has, the supporters have their opinion of it, and the table will have the last word.

Market

Chesterfield get their man

The chase for Tyrell Ashcroft ended with $790.0K changing hands and Tottenham out of reasons to say no. The supporters will judge the fee the only way that matters: on Saturdays.

Boardroom

Chesterfield go back to the board over Hayden Coulson

The number the board signed off was not enough. It has been asked again and raised its own offer to $409.5K — a club that wants Hayden Coulson enough to be asked twice.

Transfer targets

Chesterfield bid $150.0K for Sam Parker

The offer went to Swansea City this week and it is theirs to answer. First bids are rarely meant to succeed; they are meant to find out how loud the door closes.

Transfer targets

Too dear: Chesterfield walk away from Hayden Coulson

$380.0K was the most the club would pay and Blackpool were asking for more. Deals like this are revived in the last week of a window roughly half the time, and everybody involved knows it.

Transfer targets

Southampton tell Chesterfield: Baylee Dipepa is not for sale

The approach was made and the answer came back in a sentence. There is no number on the table because there was no number that would have been enough.

Squad

A falling-out at Chesterfield

Liam Grimshaw and a teammate went at it, and not about football. Training grounds are small places and a long season makes them smaller.

In brief

6 Edition

The Tottenham Post

7 Sep 2026
From our football correspondent Upbeat

Transfer targets

Tottenham agree $21.4M for Tyler Dibling

The clubs have shaken hands with Everton; the player has not yet. Personal terms are next, and personal terms are where more deals die than anybody prints.

Transfer targets

The paperwork begins on Chemsdine Talbi

A medical, a signature, a shirt held up in front of a sponsor’s board. Tottenham have done the hard part with Sunderland, and the part that remains is the part supporters actually see.

Transfer targets

Tottenham rebuffed over Rodrigo Gomes

Not now, not at any price the club was prepared to say out loud. Wolverhampton have kept their man, and Tottenham go back to a list with one name crossed off it.

Market

Destiny Udogie hands in a written request

“I have nothing bad to say about this place. I just need to be somewhere else.” It is in writing now, which changes what Tottenham can pretend not to have heard.

Market

Fiorentina come back empty-handed

The bid was some way short and Tottenham did not need long over it. Nobody in the game reads a first refusal as the end of anything.

Squad

Martin Dúbravka keeps Tottenham in it on his own

Some afternoons a goalkeeper is the team. 6 saves, several of them the sort nobody expects to see stopped, and a scoreline that flatters everybody in front of him.

Transfer targets

Tom Heaton will not be coming to Tottenham

Terms were offered and declined. Whether it was the wages, the role or the town, nobody at Manchester United is saying, and nobody at Tottenham is enjoying the guessing.

Boardroom

Deadline passes with 8 signed and 13 gone

That is the business done at Tottenham until the window opens again. Whether it was enough will be answered on Saturdays rather than in a column, and the first Saturday is close.

Squad

Ben Gannon Doak gets the move he always wanted

Footballers are asked about their boyhood club so often that nobody listens to the answer. Ben Gannon Doak has just signed for Tottenham, and for once the answer mattered.

In brief

5 Edition

The Chesterfield Courier

31 Aug 2026
From our football correspondent Steady

Match

Chesterfield leave it late against Oldham Athletic

Ninety minutes of very little, and then everything at once. The winner arrived in the 89th, and Oldham Athletic spent what remained of the match appealing to the referee rather than chasing the ball.

Player ratings

A brace, and Will Grigg takes the afternoon — 8.86

There is a particular kind of quiet from an away end watching one man score twice. Will Grigg provided it, and the 8.86 beside his name is if anything generous to everybody else.

Boardroom

Chesterfield go back to the board over Tyrell Ashcroft

The number the board signed off was not enough. It has been asked again and raised its own offer to $780.0K — a club that wants Tyrell Ashcroft enough to be asked twice.

Player ratings

Jack Holmes was unplayable

Successful dribbles: 22. He went past people as if he had been told there was a prize for it, and by the end the full-back had stopped pretending to try.

Squad

Ben Thompson in a row with a teammate

It was not about football and everybody who saw it knows that. Two men who have to play together on Saturday said things at Chesterfield this week that will take longer than a week to unsay.

Transfer targets

Sheffield United tell Chesterfield: Joe Rothwell is not for sale

The approach was made and the answer came back in a sentence. There is no number on the table because there was no number that would have been enough.

Match

Chesterfield see off Oldham Athletic

Three points for Chesterfield, 2‑1 the final word against Oldham Athletic in a contest settled by the finer margins.

Squad

Ben Thompson is a square peg at Chesterfield

The system has changed and his position has not. A footballer can improve his form; he cannot improve the manager’s formation, and that is the whole of the problem.

Market

Chesterfield and Ben Thompson are talking past each other

“There is a gap, and pretending there is not helps nobody.” Neither side has moved, and the calendar is working for exactly one of them.

In brief

4 Edition

The Chesterfield Courier

24 Aug 2026
From our football correspondent Crisis

Transfer targets

Chesterfield bid $720.0K for Tyrell Ashcroft

The offer went to Tottenham this week and it is theirs to answer. First bids are rarely meant to succeed; they are meant to find out how loud the door closes.

Market

Chesterfield get their man

The chase for Sai Sachdev ended with $330.0K changing hands and Sheffield United out of reasons to say no. The supporters will judge the fee the only way that matters: on Saturdays.

Player ratings

Jack Holmes beats them one at a time

Successful dribbles: 20. There was always a defender in front of him and there was never a defender in front of him for long.

Transfer targets

Chesterfield rebuffed over Sam Byram

Not now, not at any price the club was prepared to say out loud. Middlesbrough have kept their man, and Chesterfield go back to a list with one name crossed off it.

Match

Swindon Town take the points off Chesterfield

Beaten 0‑1, and beaten fairly. The manager kept his words short afterwards, which was probably wise.

Squad

Tempers go at Chesterfield

Sai Sachdev was at the centre of it, and by the time it was pulled apart there were three or four others involved. Training grounds are small places and long seasons make them smaller.

The dugout

Peter Russell faces the questions

“We were not good enough today and I am not going to dress it up.” Peter Russell after 0‑1, in the tone of a man who knows the next question and does not intend to answer it.

Transfer targets

Chesterfield ask about Lewie Coyle

A loan enquiry to Hull City: cover, or a look at somebody the club cannot afford to buy yet. Either way the answer will come back inside the week.

Squad

The formation has left Sai Sachdev behind

Every shape has positions in it and this one does not have his. Chesterfield will either change the shape, change his job, or change his club, and he is waiting to hear which.

In brief