I am features writer, covering several of the key storylines - both modern and historical - across tennis. My main focus and interest is on facts & data, and historical contest, producing an array of content for Tennis365 in these areas across the year. I have also attended the Queen's Club Championships on behalf of the site, as well as interviewing former stars such as Gilles Simon, Marion Bartoli, and Mike Bryan. After receiving a gold-standard NCTJ qualification in 2021, I went on to work for Beat Media Group from June 2021 to September 2023. My time at Beat Media saw me attend the Wimbledon Championships in 2023 and also cover events such as the YONEX All England, and write for publications such as The Independent, The i, and England Football. I joined Planet Sport in April 2024 as part of the Tennis365 and have been working for the site for one year. Having grown up in Hertfordshire, I studied English at the University of Southampton from 2016-19. Entering sports journalism has been my passion since I was a child, and I have been an avid tennis fan for the best part of two decades.
Articles by Oli Dickson Jefford

Explained: Why leading Stuttgart contenders face a Monday final at WTA 500 event
The WTA 500 event in Stuttgart faces a unique scheduling tweak in 2025.

The 4 women to win multiple WTA Stuttgart Open titles: Maria Sharapova with 3, Iga Swiatek joint-second
Only four women have won multiple Stuttgart titles since the event moved to the city in 2006.

Novak Djokovic vs Taylor Fritz: Battle for French Open top-4 seeding intensifies
Djokovic will look to move above Fritz in the ATP Rankings to boost his Roland Garros hopes.

Emma Raducanu suffers blow as £3 million-a-year sponsorship deal is reportedly axed
Raducanu has reportedly been dropped by one of her leading sponsors for "demanding too much money".

Rafael Nadal’s 5 most successful clay court events: Roland Garros No 1, 12 Barcelona Open titles
Nadal won 63 clay court titles - but what were his most successful tournaments?

Carlos Alcaraz seals major rankings boost with Monte Carlo Masters triumph
Alcaraz beat Lorenzo Musetti to claim the sixth Masters 1000 title of his career - and seal a huge rankings boost.

ATP Rankings Winners & Losers Monte Carlo: Alcaraz No 2, Djokovic No 5, Tsitsipas -8, Musetti rises
We look at the biggest rankings swings in Monte Carlo ahead of Sunday's final.

The 6 Spanish men to win the Monte Carlo Masters title: Carlos Alcaraz joins Rafael Nadal
Alcaraz is the sixth Spanish man in the Open Era to triumph at the Monte Carlo Country Club.

Jannik Sinner’s doping case ‘handled differently’, claims Italian Olympic champion
The handling of Sinner's doping violation has been questioned by Olympic gold medallist Federica Pellegrini.

Carlos Alcaraz told he’s ‘making tennis sublime’ in stunning verdict from Justine Henin
Tennis icon Henin heaped praise on Alcaraz after the Spaniard reached his first Monte Carlo final.

Exclusive: French tennis star reveals Arthur Fils ‘hope’ after rankings rise
Fils is into the Monte Carlo Masters quarter-finals - and has a key supporter in compatriot Gilles Simon.

How does Emma Raducanu’s clay record compare to hard and grass courts?
Raducanu is building up to her clay-court season - but is it a good or bad surface for her?

WATCH: Full trailer for ‘Carlos Alcaraz: My Way’ revealed – with star cameos
Some very familiar faces are set to star alongside Carlos Alcaraz in his upcoming documentary.

Arthur Fils breaks Rafael Nadal Masters 1000 record with scintillating Monte Carlo win
Fils stormed past Andrey Rublev to reach a third straight Masters 1000 quarter-final.

Novak Djokovic’s 5 worst Monte Carlo Masters defeats: ft world No 32 Alejandro Tabilo
Tabilo is one of just five men ranked outside the top 20 to beat Djokovic in Monte Carlo.

Novak Djokovic reacts after ‘horrible’ Monte Carlo Masters defeat
Djokovic was stunned by Alejandro Tabilo in his opening match in Monte Carlo.

The 3 men to hold a 2-0 record over Novak Djokovic: Alejandro Tabilo joins exclusive club
Tabilo stunned Djokovic in Monte Carlo to move 2-0 up in their head-to-head.

Andre Agassi: Tennis icon’s incredible rise to world No 1 debut – 30 years on
Agassi reached world No 1 for the first time on April 10, 1995 - 30 years ago this week.

Alex Eala primed for huge clay-court swing after Miami Open exploits
Eala is set to return to action shortly after her stunning Miami Open breakthrough.

‘Carlos Alcaraz: My Way’ – All you need to know about upcoming documentary
Alcaraz's career so far is the subject of a exciting new documentary released this month.

The 5 men to beat Rafael Nadal at the Monte Carlo Masters: Novak Djokovic twice
Nadal held a staggering 73-6 record in Monte Carlo - with only five men able to beat him.

Marat Safin: How former No 1 can make Andrey Rublev part of the tennis elite
Safin and Rublev have officially paired up ahead of the Monte Carlo Masters.

How Monte Carlo has become Novak Djokovic’s weakest Masters 1000 event
Monte Carlo is Djokovic's weakest Masters event - we look at the stats behind his tournament record.

The 7 men with the most Monte Carlo Masters match wins: Rafael Nadal 34 ahead of Novak Djokovic
Nadal is well clear in terms of Monte Carlo match wins - though Djokovic and Federer also feature.

Exclusive: Has ‘more consistent’ Jannik Sinner’s absence fuelled Carlos Alcaraz criticism?
Gilles Simon talks to Tennis365 about the Alcaraz-Sinner rivarly - and the pressure the Spaniard faces.

Jessica Pegula vs Iga Swiatek: US star challenges Pole for world No 2 ranking
Pegula is back up to world No 3 in the WTA Rankings - and could challenge world No 2 Swiatek.

The 7 highest-ranked left-handed men of the 21st Century: Rafael Nadal top, Jack Draper hits milestone
Draper reached a career-high of world No 6 on Monday - moving up an elite list of tennis 'lefties'.

Barcelona Open seeds, draw date, ranking points & prize money: Carlos Alcaraz returns, Casper Ruud defending champion
All you need to know about the ATP 500 Barcelona Open.

Jessica Pegula seals significant rankings rise as she claims Charleston Open title
An all-American Charleston final saw Pegula defeat Sofia Kenin to win her second title of 2025.

Novak Djokovic makes history, Carlos Alcaraz resurgence, Alexander Zverev struggles: Monte Carlo Predictions
We predict who will triumph at the Monte Carlo Masters this week.

Alex Eala fires ‘improving’ warning to WTA rivals as she reveals Rafael Nadal message
Rafa Nadal Academy product Eala broke into the top 100 after her stunning run at the Miami Open.

Novak Djokovic admits ‘expectations are lower’ ahead of Monte Carlo campaign
Djokovic is "dealing with health issues" ahead of his Monte Carlo Masters campaign.

Daniil Medvedev’s ‘fantastic’ claim as he delivers verdict on Jannik Sinner’s return
There is now less than one month until Sinner's suspension ends.

Jenson Brooksby set for huge rankings rise after history-making Houston run
World No 507 Brooksby has defied the odds with an epic run at the US Men's Clay Court Championships.

Exclusive: Novak Djokovic’s former rival reveals ‘logical way’ tennis legend has evolved his game
Gilles Simon reveals to Tennis365 how Djokovic adapted his game to stay at the very top.

Jannik Sinner believes he chose ‘the lesser evil’ in first interview since doping ban
Sinner has spoken for the first time since the start of his three-month suspension.

The 5 men with the most Monte Carlo Masters titles: Rafael Nadal with 11 triumphs
Nadal was dominant in Monte Carlo - though four others have three triumphs to their name.

Former world No 9 reveals ‘theory’ about return of Coco Gauff’s serving woes
Andrea Petkovic has revealed her take on Gauff's service struggles in Indian Wells and Miami.

Revealed: Novak Djokovic’s projected path to 100th career title at Monte Carlo Masters
Is this the pathway to a historic 100th title for Djokovic?

‘Innocent’ Jannik Sinner’s suspension slammed by former ATP Tour star
Patrick McEnroe came to Sinner's defence a month out from the Italian's return from a doping ban.

Exclusive: Novak Djokovic is ‘fighting against something difficult’ in milestone title quest
Tennis365 talks to former ATP Tour star Gilles Simon about the challenges facing Djokovic.

WTA clay season predictions: Sabalenka’s surge, Swiatek challenged, Raducanu’s ranking rise
We assess some of the big WTA talking points ahead of the 2025 clay swing.

Exclusive: Jannik Sinner’s rivals warned Italian is ‘going to play well’ on return from suspension
Tennis365 talks to Gilles Simon about what to expect from Sinner when he returns from suspension.

The 5 men to win an ATP match in the most seasons: Roger Federer with 24, Nadal 4th
Five men have won an ATP-level match in 22+ seasons - with Stan Wawrinka the latest.

The 4 women with the most Charleston Open titles: Chris Evert with 8, Serena Williams 4th
Only four women have won 3+ Charleston Open titles - and they are all icons of the sport.

Exclusive: Carlos Alcaraz critics told to look at ‘the big picture’ after ‘unfair’ criticism
Tennis365 talks to former world No 6 Gilles Simon about the reaction to Alcaraz's 'Sunshine Double' results.

5 upcoming tournaments where Novak Djokovic can end wait for 100th title – ranked!
Djokovic is still searching for his 100th title - but where could that come?

Monte Carlo Masters seeds, draw date, points & prize money: When could Alcaraz & Djokovic meet?
The Monte Carlo Masters - the first of three clay Masters 1000 events - gets underway next week.

Jasmine Paolini makes shock announcement after Miami Open run
Paolini and long-time coach Renzo Furlan are set to part ways after a decade working together.

Exclusive: How Roland-Garros eSeries is bringing tennis to a new audience
Tennis365 speaks to former ATP Tour star Gilles Simon about the Roland-Garros eSeries.