Review
Culture
Film & TV
Romance
8 min read

Meet our top 5 rom coms for Valentine's Day

Love is the core of every truly good sweeping story.
A couple sit at a table in a diner talking intensely.
Castle Rocl.

1. The Apartment

Billy Wilder’s directorial tour-de-force is a timeless classic – proof for the sceptical that black-and-white films lose nothing in their monotone. Comedy legend Jack Lemmon plays C.C. "Bud" Baxter, an office worker who desperately seeks preferment. He impresses his superiors by allowing them to use his Upper West Side apartment to entertain their mistresses away from the gaze of their wives. He is also desperately seeking love, in the person of elevator operator Fran Kubelik. The only problem is that she is spoken for – she is the mistress of the big boss. Baxter juggles his ‘apartment schedule’, the disapproval of his neighbours, and his sorrow at seeing Fran slip away. 

The script is the perfect combination of laughs and smiles. The performances are excellent, especially Lemmon’s balletic physical comedy (the spaghetti strained through a tennis racket scene stays with me like an old friend). The message is important: love hurts. The film resonates just as much now, in our world of HR and workplace boundaries, as it did then. Baxter, and ESPECIALLY Fran, are victims of those with power; except they don’t use violence or coercion to exert their control, they use the promise of acceptance, of love. Love is not a trifling emotion, as some of the most vapid frippery of Valentine’s Day may suggest, but the deepest motivation a human being can have – look at what Jesus does out of love. It is a dangerous thing when treated as instrumental and disposable, and can yield terrible and tragic results if abused. Thankfully, The Apartment ends on a note of hope and expectation…but it really has you on the edge-of-your-seat up until the end, and gives you and new appreciation for the sanctity of romance and love.  

2. Notting Hill

We had to have a Richard Curtis pic – I’m a patriot after all! Naturally Four Weddings is excluded because of that one…appalling…unforgivable line…OF COURSE ANDIE MACDOWELL NOTICED THAT IT WAS RAINING! 

Anyway. Notting Hill is such a lovely and gentle film. Hugh Grant is effortless as divorced and timid bookseller William Thacker. His life is comfortable yet a little empty, with his only real company being his unspeakable lodger Spike – Rhys Ifans in a career-defining role. His life is turned upside-down when Hollywood superstar Anna Scott (Julia Roberts) enters his shop, leaves, and then has him spill orange juice all down her front. Romance develops between the two but is continually stalled by the very different worlds they inhabit: Thacker lives a quiet life in Notting Hill, and Scott is a globe-trotting paparazzi-magnet who cannot seem to keep any aspect of her stage-managed life private. I won’t go into anymore of the plot, as you’ll know it even if you haven’t seen the film…it’s a National Treasure by now. 

The wonderful message of this film, other than London property prices were ludicrously generous back in the day, is that love is a feeling and a force that can cross any boundaries. This is a modern-day quasi-Romeo and Juliet: two people from seemingly incompatible worlds allowing their love to break down barriers and overcome obstacles…except here we have a happy ending! Love is the greatest leveller this world knows (there is no Jew nor Greek, slave nor free, man nor woman) – it is the equaliser of the human experience and fount of understanding, empathy, and mercy. 

3. Knocked Up

I’m afraid we move to less elevated fare and instead begin the descent into puerility. One can expect nothing less from director Judd Apatow, who has made his name by combining the compulsory schmaltz of a rom com with the sweary gross-out humour of our less-civilised age. Nevertheless, this film has real merit.  

Katherine Heigl is Allison Scott, an ambitious reporter for an entertainment news channel. She goes out to celebrate her well-earned promotion, has a little (or a lot-tle) too much to drink, and ends up having a one-night stand with aspiring internet celebrity pornographer Ben Stone (Seth Rogen). Their dalliance leads to the inevitable – pregnancy. Allison finds herself in the invidious position of having dinner with Ben, to inform him of her maternal state, only to realise that she finds him repulsive. He is everything she isn’t: she is ambitious, organised, and stable, while his greatest achievement is a collection of bongs and a potential website detailing moments of on-screen nudity. They are chalk-and-cheese…and yet they both decide to try and make their lives compatible to raise their child together. 

It's not a clever film, and the laughs are all guilty guffaws at over-the-top toilet humour, but it does have heart. It is the story of two people who don’t find love in a glance across a crowded room, or through a shared interest, but through a shared struggle. It is the story of two people who learn through difficulty, pain, and self-sacrifice what it means to live for another; even if that other person is yet to be born. At the centre of this film – after digging through tranches of (apparently hilarious) excrement – is the message that love is not instantaneous or easy, but something that is worked towards and maintained through giving up one’s own wants and pleasures for the good of another. I wonder which two-thousand-year-old story embodies this theme? 

4. The Princess Bride

The phrase ‘cult-classic’ might as well have been invented to describe this film. It is a mad-cap tale incorporating piracy, palace intrigue, and a giant. I…I…I can’t even try to give a plot synopsis. It goes all over the place, as if it where story-boarded by an over-imaginative seven-year-old who’s been given a surfeit of sugar (sorry William Goldman). The humour, essential for the ‘com’ to the ‘rom’, is more-often-than-not accidental, but humour there is in spades. Its silly, and its sweet, and its certifiable…but it works. 

What puts The Princess Bride in my Top 5 is the epic sweep of the film. I’m pretty certain it didn’t intend to be a rom com, but I count it as one, and so it is the only rom com that manages to also be a mythopoetic tale. Perhaps Shrek is in the same league…but I can’t forgive the sequels and the overuse of Eddie Murphy. The Princess Bride is a wonderful reminder that love is a great, epic, poetic, mythic, legendary force in the world. Love has started and ended wars, it has rewritten the tablet of history over and over again, and is not a ‘story’ that can be confined to a ‘meet-cute’ between two unreasonably attractive people in a New York coffee shop – it is the very language of reality, and so is the lens through which we must view not only ourselves and our immediate loved ones, but the whole of the universe and the whole of human history. Love is the core of every truly good sweeping story – especially that story that begins with the loving creation of heaven and earth, their salvation in the love of the Cross, and their reconstitution as the New Heaven and New Earth where love of God is the primary vocation of all. 

AAAAAND…it starts and ends with Peter Falk as a grandfather lovingly telling this story to his sick grandson…the heart melts… 

5. When Harry Met Sally…

In the kingdom of rom-coms Nora Ephron is the Empress to whom all others bow, and this is her greatest conquest! When Harry Met Sally… is epic in its sweep, but in a very different way to The Princess Bride. It is epic in that it is a love story that takes over a decade to play out. Harry Burns (Billy Crystal) and Sally Albright (Meg Ryan) meet by chance in 1977. Serendipity is at work: he is dating her best friend, and so, as a matter of convenience, the two share a car to journey from Chicago to New York. As in many rom coms their personalities couldn’t be more different, and although they share chemistry, Sally chafes at Harry’s confident assertion that men and women cannot be friends. The journey ends unhappily, and the two have no intention of every meeting again. 

Five years pass and the pair find themselves on the same flight. Serendipity strike again when Harry learns that Sally is dating his neighbour. The chemistry is sparking reactions, but when Harry suggests they become friends Sally declines, citing his previous assertion about male/female friendship. 

Another five years pass – and so a serendipitous meeting is in the diary – and there is a chance meeting in a bookshop. Both are now single and have faced the sting of love lost. They strike up a friendship. The friendship matures and deepens, and those around them can see that they are falling in love, yet their determination to be friends leads them to have romantic attachments to other people. This falls apart after a night of high-emotion and comfort turns into amorous passion. Their friendship is seemingly ruined, and both miserably start to live like without the other. 

UNTIL… 

On New Year’s Eve 1988 Harry realises that he cannot be whole or happy without Sally and runs to find her at a party, to declare his love for her in the greatest speech in rom-com history! The cinema cheers! What makes When Harry Met Sally… dear to my heart is that seeming serendipity I keep mentioning, because it teaches us a vital lesson about love. There is no true chance, no true serendipity in love. Love is the very glue that binds all creation together. The Scriptures, the great mystics of the faith, the very person of Jesus Christ, teach us that God is love and that this love is all and is in all. There is no coincidence in love – love really is what makes the world go round. In the end, just as Harry and Sally seemed destined to be together, we are destined to be united with God in love. 

I started this list a little sceptical and burnt-out with the romance of Valentine’s Day. Having reengaged with these five films I am revivified and reconverted to the great name of love. Love drives us, heals us, and ultimately embraces us in eternity. What a wonderful legacy for St Valentine to have.

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Essay
Character
Culture
Film & TV
Leading
8 min read

In pursuit of greatness: a prayer for Timothée Chalamet

Fame is the new heaven, and the star is just being honest about getting there.
Timothee Chalamet, wearing  light yellow suit reposes in a seat a the Oscars, clasping his hands, his eyes closed.
Chalamet contemplates that Oscar.
ABC.

So, Timothée Chalamet didn’t win the Oscar. I feel sad for him. No one has campaigned for an Oscar more persistently. For the last few months he has been everywhere- popping up on podcasts, cruising with Kendrick Lamar, riding a bike to the red carpet, appearing as Timothée Chalamet in a Timothée Chalamet look-alike competition. All to win the hearts and minds of the academy. Even if his acting didn’t get him an Oscar, his Oscar campaign deserves one.   

And Oscar campaigns are big business. Ever since Harvey Weinstein upped the game, every studio has invested vast amounts in getting their film on the podium. The 97th Academy Awards (2025) paused briefly for an emotional reflection on the Palisades fires, a cause for which the Hollywood studios donated somewhere between five to fifteen million dollars. But I doubt they are as keen to a pause on the estimated half a billion dollars they each spent for their film to be at the awards in the first place.  

On the night itself, Chalamet lost out on being the youngest ever winner of the best actor award, to the previous (and therefore current) youngest ever winner, Adrien Brodie. Up to that point he seemed to be a shoo-in.  The Golden Globe was his. The SAG award was his. And his campaign was charming. Most people, including me, really like him. He was great as Paul Atreides in Dune. And as Wonka in, er… Wonka. And as [insert male character here] in Little Women – or was it Little House on the Prairie? (I always get those two mixed up). And, while I haven’t seen A Complete Unknown yet, the reports suggest he so embodied Bob Dylan on screen that he now needs an exorcism more than an Oscar. He deserves the awards.  

But his acceptance speech at the SAG award was informative. He does the usual – thanks his mum, the cast and crew – and then takes an abrupt left turn to address his pursuit of greatness. He acknowledges it is an unusual thing to say but makes it clear that he aims to be like his heroes – Daniel Day-Lewis, Marlon Brando, Viola Davis, both Michaels (Jordan and Phelps), indeed Dylan himself. But it is not entirely clear what he means by greatness. Does he mean virtuosity in the craft of acting? Or fame? Or both? If he doesn’t win the Oscar, will he still be great?   

Way back when in the mid-1980s, before podcasts and Oscar campaigns, literary scholar Leo Braudy published an ambitious book telling the story of Western civilisation through the lens of fame. The Frenzy of Renown argues that fame as we know it began with Alexander the Great, whose artefacts and exploits were designed to spread his name across the known world. He in turn became the model of godlike fame for Julius Caesar and the Romans.  

With the birth of Christianity, things became a little more confused. Fame and renown became ambivalent pursuits in a cosmos where true lasting greatness was conceived as greatness in the eyes of God. This was what allowed men and women to vanish anonymously into deserts and monasteries believing their names would be erased from the world but written in heaven. So many monastics went to their deaths issuing instructions for their writings to be burned, only to be disobeyed by zealous acolytes who disseminated their teaching in every conceivable direction. They must be delighted, gazing down from their heavenly repose, to see the pages they consigned to the flames available with 1-Click on Amazon. 

Approaching the modern era though, fame in its old guise returned with a vengeance. The Renaissance rediscovery of ancient Greece and Rome, and the invention of the printing press, allowed images and words to find a mass audience. Even Christians became less enamoured with retreating into monasteries, and more concerned with reaching the public. Thanks to this new technology, Luther in his most productive period produced more literature than all his opponents put together. He was the original early adopter. The church had never seen anything like it- a heretic who would not shut up.  

But he wasn’t the only heretic. Many who followed craved his fame but lacked his faith. Over time widespread belief in heaven eroded but the desire for life beyond death lingered. With no assurance of a God capable of remembering us, the only remaining option was to be remembered by others- ideally as many others as possible. By the nineteenth century Nietzsche was re-writing the words of Jesus. ‘He who humbles himself will be exalted’, said the gospels. But Nietzsche added a new cynical twist: ‘he who humbles himself wants to be exalted’. The age of the humblebrag had arrived. Even those who claim indifference to fame were not to be believed, they were simply pursuing notoriety by other means. Only two choices remained: the glories of fame or resentful anonymity. For the ancients immortality lay in fame. For the medievals it lay in heaven. But we live in a hybrid era – fame is the new heaven. 

So, when Chalamet speaks of greatness maybe he is just being honest. Maybe he is just saying out loud what most of us keep to ourselves. We fear being forgotten and to be great is to be remembered.  

And given that the self is not an object, not really a thing at all, any attempt to sum ourselves up with a tag line or a meme diminishes us even when intended to promote us. 

But there is a rarely acknowledged paradox to greatness. A paradox reflected in the way many English bible translations use the word ambition. At face value we could be forgiven for thinking the biblical writers were just plain confused about it. In one letter the apostle Paul warns us against ambition and in another he claims he’s relentlessly ambitious. Ambition is the worst of sins and somehow also the most commendable of attitudes. Make up your mind Paul! Which is it: ambition or no ambition? 

When peering under the hood of the English translation, we discover that ‘ambition’ is used to render two Greek terms that couldn’t be more different. One of them (the root word eritheia) is usually translated selfish ambition. Paul says it is unanimously bad. So bad in fact, he tells the Philippians not to do anything out of selfish ambition. It connotes strife and electioneering- the kind of self-interest that creates factions for its own advantage. Not one for the character wish-list.  

The other term for ambition strikes a markedly more wholesome tone. Paul uses it for his ambitions to preach and his desire to please God. At root, it’s the word philotimeomai, literally meaning the pursuit of that which is honourable. It forms the basis for arguably one of the most beautiful instructions in the entire canon: ‘Make it your ambition to lead a quiet life: You should mind your own business and work with your hands’. It speaks of the love, honour and inner stillness associated with the privilege of rising to a task. A contentment with life few of us ever achieve. 

Two qualitatively different experiences of ambition. One is the attentiveness that any serious person brings to whatever it is that occupies them. It’s how parents parent, how governors govern, how coders code, how actors act. It is the desire to do whatever we do well. The other is the desire for other people to know about it. When Chalamet speaks of greatness of course he means mastering the craft of the actor, but he also means gaining the recognition for having done so. He, like many of us, collapses two motives into one. The idea of being great without being seen-as-great becomes unimaginable. But being something, and being seen as something, are not the same something. 

Just contrast the experience of self we have in these two different pursuits. When we pursue excellence or skill – whether in painting or parenting, surfing or science – we generally achieve a state of self-forgetfulness. We do not think of ourselves but of that which we wish to master. We become absorbed in the challenge of learning the subtle nuances of our craft. If we get good at it, we know we are good at it, not because we’ve formed a high opinion of ourselves, but because we have repeated experience of doing it well. This can lead to something that looks like arrogance. Add a crowd and our performance is likely to improve. Challenge us to show our skill and we’re ready to prove it. We’d be idiotic to deny what we know in our bones.  

But in promoting ourselves, we relate to our self in a different way. Instead of forgetting the self in pursuit of something beyond the self, we construct a self to promote. The self becomes an object, a commodity, a list of saleable assets for the market. And given that the self is not an object, not really a thing at all, any attempt to sum ourselves up with a tag line or a meme diminishes us even when intended to promote us.  

Even worse, if we get stuck in the mode of self-promotion it can be so vivid and enticing, we lose touch with the moment-by-moment, concrete reality of our embodied existence.  

Who we imagine ourselves to be becomes hyper-real, more real to us than who we actually are. Life becomes an unwelcome interruption to our dreams. We gain the world but we lose our souls. It was the fear of this condition that provoked Thomas Merton to profanity in warning against it: 

If I had a message to my contemporaries, it is surely this: Be anything you like, be madmen, drunks, and bastards of every shape and form, but at all costs avoid one thing: success . . . If you are too obsessed with success, you will forget to live. 

If I had a prayer for Timothée Chalamet, it would be for greatness without self-consciousness. May he rise to the full magnificence of all he is meant to be without needing to know it. It is my prayer for all of us.  

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