Port Vale v Maldon & Tiptree: FA Cup Predictions

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Tyler Smith

An enthusiastic sports writer with a passion for Football, American Sports and Formula 1, bringing sharp insight and informed betting analysis to every weekend.

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Port Vale v Maldon & Tiptree Tips - Intro

The romance of the FA Cup takes centre stage again this Sunday as League One side Port Vale welcome non-league Maldon & Tiptree to Vale Park in a first-round tie that perfectly embodies the competition’s spirit. It’s a meeting of two clubs separated by several tiers in the English football pyramid, yet both enter with belief, hunger, and the hope of writing their own piece of cup history. For Port Vale, it’s an opportunity to steady their form and avoid the embarrassment that comes with being the victim of a classic FA Cup upset; for Maldon & Tiptree, it’s a chance to test themselves against professional opposition and showcase their quality on a national stage.

Maldon & Tiptree, who play in the Isthmian League North Division, are no strangers to the spotlight. They made headlines in 2019 when they stunned League Two side Leyton Orient with a famous 2–1 victory in the first round — one of the great cup stories of that year. That result will no doubt serve as inspiration again as they prepare for one of the biggest matches in their history. Their journey through the qualifying rounds this season has been built on discipline, organisation, and a touch of attacking flair — qualities that will be essential if they’re to challenge a Port Vale side boasting higher fitness levels, resources, and experience.

For Port Vale, managed by Andy Crosby, the priority will be professionalism. Cup upsets are built on complacency, and Vale know that anything less than a strong, focused performance could see them punished. With a passionate home crowd behind them and players eager to impress, Vale will look to stamp their authority early and avoid any nerves creeping in. Yet, as every fan of this storied competition knows, the FA Cup has a habit of defying expectations — and Sunday’s clash promises to be another reminder of why it remains one of football’s most unpredictable and beloved tournaments.

Port Vale v Maldon & Tiptree
5/4

2 Nov 15:00 - Port Vale vs Maldon - FA Cup
2 Nov 15:00
Port Vale vs Maldon - FA Cup

BTTS - Yes

Both Teams To Score
5/4

Reason for Tip

When you have the lowest team in the competition coming up against an established League side, you have to try and find some realistic edges. Maldon are currently 10/1 to win and while upsets are possible, we dont see it happening here.

Port Vale with a handicap, even then the odds really arent worth the bet.

A market that has sprung some interest for me is Both Teams to Score – YES. Here is my logic behind the selection.

I would expect Port Vale to rotate their team a little bit coming off the back of a tough stretch of games in League 1. They will still have enough quality on the pitch and therefor should score a few goals. However, rotation in team sometimes causes poorer performance and sometimes mistakes.

Maldon, despite their low ranked are backed by multi millionaires who took over the club in the summer and have revolutionised the environment and the team, spending well above their level to bring in established talent not just from non league, but also ex league pro’s. Maldon are likely to start with ex West Ham forward Freddie Sears, ex Colchester and Newport winger Courtney Senior, EFL legend Tom Eastman with over 400 EFL games and Dagenham and Redbridge legend Elliot Justham. The squad has a spine and talent that could be capable to spring a moment of magic and in our case, hopefully a goal.

It is one of the only selections which I believe has genuine value, rather than just betting on the cup upset in hope a 10/1 lands.

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Port Vale v Maldon & Tiptree Match Preview

⚽ Form & Context

Port Vale approach this tie as heavy favourites but under some pressure to rediscover consistency after a patchy run of form in League One. Andy Crosby’s side have struggled for momentum in recent weeks, balancing solid performances at home with frustrations on the road. The FA Cup, however, provides a timely opportunity for the Valiants to reset and build confidence — particularly against a non-league opponent where control and composure will be key. Vale have enjoyed moderate cup success in recent seasons, often reaching the later stages of the competition’s early rounds, and will look to avoid a repeat of last season’s early exit against lower-league opposition.

For Maldon & Tiptree, this fixture is the kind of challenge that defines a club’s season. Currently competing in the Isthmian League North Division, the Essex-based side are well-drilled and used to punching above their weight in knockout football. Their run to the first round has already seen them overcome multiple tough qualifying ties, including victories over higher-tier non-league opposition. Manager Wayne Brown has instilled belief and tactical organisation into his team, and the club’s past FA Cup exploits — particularly their famous victory over Leyton Orient in 2019 — give them reason to dream once again.


🩺 Team News & Key Players

For Port Vale, Andy Crosby is expected to rotate his squad slightly, though he’ll still field a strong enough side to ensure control of the contest. Experienced figures such as Funso Ojo and Connor Hall could feature to provide leadership, while attacking options like Devante Cole and Ethan Chislett may be given chances to impress. The availability of goalkeeper Joe Gauci offers stability at the back, while versatile midfielder Ben Garrity remains a crucial link between defence and attack.

Maldon & Tiptree’s team news centres around their star studded attack with ex League professionals such as Freddie Sears, Macauley Bonne, Gary Hooper, Tom Eastman whose experience will be vital in maintaining discipline under pressure. Expect the Jammers to employ a compact defensive shape and look to break through wide areas, relying on pace and energy to unsettle their professional opponents. Maintaining focus in the opening stages will be critical if they are to grow into the game and frustrate the hosts.


🧠 Tactical Outlook & What to Expect

Port Vale are likely to dominate possession from the outset, using their superior technical ability and physicality to stretch the Maldon back line. Crosby may opt for a 3-5-2 or 4-2-3-1 setup, encouraging his full-backs to push high and overload the flanks, while using the midfield to dictate tempo and create chances from sustained pressure. The key for Vale will be converting early dominance into goals — an area where they’ve been inconsistent this season.

Maldon & Tiptree, meanwhile, will look to stay compact and organised, sitting deep and relying on quick transitions. Their emphasis will be on absorbing pressure, defending set pieces, and targeting moments of chaos where they can exploit spaces left behind by Vale’s attacking full-backs. If they can frustrate the hosts and take the tie into the later stages level, the pressure will shift dramatically — and that’s where the magic of the FA Cup can happen.

This match may appear straightforward on paper, but it has all the hallmarks of a potential cup thriller: a lower-league side chasing history, a League One club aiming to avoid embarrassment, and the unpredictable energy of the world’s oldest knockout competition. Expect Port Vale to control proceedings, but don’t rule out Maldon & Tiptree making their mark once again on the national stage.

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Why the Tip makes sense

Both Teams to Score – YES

When you have the lowest team in the competition coming up against an established League side, you have to try and find some realistic edges. Maldon are currently 10/1 to win and while upsets are possible, we dont see it happening here.

Port Vale with a handicap, even then the odds really arent worth the bet.

A market that has sprung some interest for me is Both Teams to Score – YES. Here is my logic behind the selection.

I would expect Port Vale to rotate their team a little bit coming off the back of a tough stretch of games in League 1. They will still have enough quality on the pitch and therefor should score a few goals. However, rotation in team sometimes causes poorer performance and sometimes mistakes.

Maldon, despite their low ranked are backed by multi millionaires who took over the club in the summer and have revolutionised the environment and the team, spending well above their level to bring in established talent not just from non league, but also ex league pro’s. Maldon are likely to start with ex West Ham forward Freddie Sears, ex Colchester and Newport winger Courtney Senior, EFL legend Tom Eastman with over 400 EFL games and Dagenham and Redbridge legend Elliot Justham. The squad has a spine and talent that could be capable to spring a moment of magic and in our case, hopefully a goal.

It is one of the only selections which I believe has genuine value, rather than just betting on the cup upset in hope a 10/1 lands.

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Port Vale v Maldon & Tiptree - Historical Stats

Port Vale and Maldon have never met due to their difference in leagues so here is some other stats and facts of their involvements in the FA Cup:

  • Port Vale’s best FA Cup performance came in the 1953-54 season, when they reached the semi-final, ultimately losing 2-1 to West Bromwich Albion.

  • Maldon & Tiptree’s deepest run in the FA Cup is entering the First Round Proper, with no documented progress beyond that stage.

Port Vale

  • 2025-26: 1st Round Proper.

  • 2024-25: 1st Round Proper

  • 2023-24: 2nd Round

  • 2022-23: 1st Round Proper

  • 2021-22: 3rd Round.

Maldon & Tiptree

  • 2025-26: 1st Round Proper.

  • 2024-25: Extra Preliminary Round.

  • 2023-24: First Qualifying Round.

  • 2022-23: Second Qualifying Round.

  • 2021-22: Preliminary Round.

Port Vale v Maldon & Tiptree
5/4

2 Nov 15:00 - Port Vale vs Maldon - FA Cup
2 Nov 15:00
Port Vale vs Maldon - FA Cup

BTTS - Yes

Both Teams To Score
5/4

Reason for Tip

When you have the lowest team in the competition coming up against an established League side, you have to try and find some realistic edges. Maldon are currently 10/1 to win and while upsets are possible, we dont see it happening here.

Port Vale with a handicap, even then the odds really arent worth the bet.

A market that has sprung some interest for me is Both Teams to Score – YES. Here is my logic behind the selection.

I would expect Port Vale to rotate their team a little bit coming off the back of a tough stretch of games in League 1. They will still have enough quality on the pitch and therefor should score a few goals. However, rotation in team sometimes causes poorer performance and sometimes mistakes.

Maldon, despite their low ranked are backed by multi millionaires who took over the club in the summer and have revolutionised the environment and the team, spending well above their level to bring in established talent not just from non league, but also ex league pro’s. Maldon are likely to start with ex West Ham forward Freddie Sears, ex Colchester and Newport winger Courtney Senior, EFL legend Tom Eastman with over 400 EFL games and Dagenham and Redbridge legend Elliot Justham. The squad has a spine and talent that could be capable to spring a moment of magic and in our case, hopefully a goal.

It is one of the only selections which I believe has genuine value, rather than just betting on the cup upset in hope a 10/1 lands.

Predicted Line-Ups

Port Vale Predicted Lineup:

Gauci, Heneghan, Hall, Debrah, Byers, Garrity, Johm, Hall, Brown, Cole, Curtis

Braintree Town Predicted Lineup:

Justham, Arrowsmith, Cawley, James, Yates, Dunne, Allen, Senior, Lewis, Egbri, Sears

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Where to Watch Port Vale v Maldon & Tiptree (FA Cup – 2nd November 2025)

UK

  • The match is broadcast on TNT Sports 1 in the UK.

  • You can stream it via Discovery+, which carries TNT Sports coverage.


🌍 International / Around the World

  • In parts of the Middle East, Africa, and Asia, the match is available on beIN Sports.

  • Port Vale also offers a video match pass for international viewers via PVTV — though note: this does not apply to UK-based supporters.

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Port Vale v Maldon & Tiptree
5/4

2 Nov 15:00 - Port Vale vs Maldon - FA Cup
2 Nov 15:00
Port Vale vs Maldon - FA Cup

BTTS - Yes

Both Teams To Score
5/4

Reason for Tip

When you have the lowest team in the competition coming up against an established League side, you have to try and find some realistic edges. Maldon are currently 10/1 to win and while upsets are possible, we dont see it happening here.

Port Vale with a handicap, even then the odds really arent worth the bet.

A market that has sprung some interest for me is Both Teams to Score – YES. Here is my logic behind the selection.

I would expect Port Vale to rotate their team a little bit coming off the back of a tough stretch of games in League 1. They will still have enough quality on the pitch and therefor should score a few goals. However, rotation in team sometimes causes poorer performance and sometimes mistakes.

Maldon, despite their low ranked are backed by multi millionaires who took over the club in the summer and have revolutionised the environment and the team, spending well above their level to bring in established talent not just from non league, but also ex league pro’s. Maldon are likely to start with ex West Ham forward Freddie Sears, ex Colchester and Newport winger Courtney Senior, EFL legend Tom Eastman with over 400 EFL games and Dagenham and Redbridge legend Elliot Justham. The squad has a spine and talent that could be capable to spring a moment of magic and in our case, hopefully a goal.

It is one of the only selections which I believe has genuine value, rather than just betting on the cup upset in hope a 10/1 lands.

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