Road cycling’s icons of yesteryear live on in legendary stories and historic records that both recount and demonstrate their highest of highs, lowest of lows and achievements that withstand the test of time. Most fans of the sport love such rich histories of the past and champion the figures whom we only get to hear about in semi-mythical recountments or black and white photos.

However, as we get further away from the eras these heroes of the sport once dominated, the rising obsession with stats, watts per kilo and climbing records could threaten to trivialise the status of the great riders who laid the foundations for the stars of today.

This Saturday, a rider who is fast becoming an all-time great, Tadej Pogačar, has yet another date with history, to try and equal the record of five Il Lombardia wins held by Fausto Coppi.

It’s a bid to surpass Il Campionissimo (the Champion of Champions), as last season Pogačar already managed to equal the feat of winning four Lombardias in four straight attempts as Coppi did in the 1940s. 2025 would be his fifth in succession. It would lift the Slovenian up to an even higher level of sporting immortality at the Monument that only Coppi and Alfredo Binda – the only other winner of four, like Pogačar – enjoyed before his arrival.

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But when it comes to comparing different eras, there’s a risk in simply listing previous winners in terms of numbers of victories, given that if you only use win-counts to try to equate what Pogačar will likely do at the weekend with Coppi’s achievements, the historical context and impact of the Italian’s immense triumphs are perhaps forgotten.

Now this is not to belittle the achievements of Pogačar and his ability to return racing to previous types of victories that only Coppi and Eddy Merckx – the top racer to whom Pogačar is so often compared – could dream of pulling off. After all, Pogačar is doing things that even those before him couldn’t manage, like winning the Tour de France and World Championships two years in a row, for example. Rather, as he rips into a fifth Il Lombardia title charge, it’s worth taking a good look back at the rider he is set to emulate.

Assuming Pogačar succeeds on Saturday, the first thing to notice is that Coppi and Pogačar had vastly different approaches to their fifth victory at The Race of the Falling Leaves. But both are important in the overall story of cycling and need to be considered when comparisons between the two are made.

La Gazzetta dello Sport – the Giro of Rebirth – and it played a much bigger role than a mere bike race amid the end of the war and the need to bring unity to a destroyed Italy.

Once teammates at Legnano, Coppi and Bartali’s legendary rivalry came to light at that aforementioned Giro in 1940, when Coppi was meant to be riding as the new top supporter of the two-time Giro and 1938 Tour de France winner, but he shocked Italy with victory. Bartali got his revenge at Il Lombardia that year when Coppi’s attack at Madonna del Ghisallo – which would become a common launchpad of his in years to come – came unstuck due to stomach issues, and Bartali went past him to win. Il vecchio (The Old Man) was back on top, at least for the moment.

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The pair resumed their pre-war battle and brought theatre to the rubble in 1946, with a lead Bartali gained on the road to Naples enough to hold off the charge Coppi returned with in the Dolomites. While a crazy day in Pieris on the road to Trieste takes the cake as the most memorable of the ’46 Giro (look into it), by the end of it, Bartali had his revenge from MSR with overall victory by 47 seconds in Milan. Lombardia would see Coppi return the serve.

Coppi won by 40 seconds in Milan, but this wasn’t without controversy as William Fotheringham recounts how third-place finisher and local rider, Michele Motta, had been paid 30,000 lire by Coppi to let him escape in the final kilometres. Long-term, this didn’t impact on the legend which he’d started, though, with La Gazzetta describing it as “A win worthy of Binda or [three-time winner Costante] Girardengo.”

BERGAMO, ITALY - OCTOBER 09: Tadej Pogacar of Slovenia and UAE Team Emirates competes in the breakaway while fans cheer during the 115th Il Lombardia 2021 a 239km race from Como to Bergamo / #ilombardia / #UCIWT / on October 09, 2021 in Bergamo, Italy. (Photo by Luca Bettini - Pool/Getty Images)

Pogačar en route to his first Lombardia title in 2021 (Image credit: Getty Images)

Pogačar, by contrast, did not arrive solo to his first triumph on debut at Il Lombardia in 2021. Four years younger than Coppi was at his first, the Slovenian was already a two-time Tour de France winner, and lived up to his billing at the first attempt.

He attacked on Passo di Ganda in the final 36.5km, responding to a move from a modern Italian great, Vincenzo Nibali, but he didn’t stay away as Coppi ‘The Heron’ did back in the mid-40s. Another local Lombardy rider would play a part, though, just as Motta did for Coppi – Bergamo’s Fausto Masnada – but there was no agreement, rather a challenge. Masnada descended with bravery, knowing the roads well, to catch Pogačar, but he was no match in the sprint.

Scenes at the finish saw huge celebrations for Pogačar’s second Monument crown, a term that wouldn’t have meant the same in Coppi’s time. But its importance was the birth of another legacy, that of a Slovenian who would come to make this great Italian race his own in the years to come.

a two-up sprint against Enric Mas. This is not to belittle Mas, who was flying that October, but it’s not quite the rivalry with another all-time great that Coppi was working against with Bartali.

Pogačar’s biggest challenge in the Monuments has come from Mathieu van der Poel, with the Dutchman’s spring Classics excellence preventing him from definitely winning another Tour of Flanders, taking victory on debut at Paris-Roubaix earlier this year and likely two titles at Milan-San Remo, a race which continues to elude the great Slovenian into 2026.

While not yet the dominant solo-attacking force that he would become, Pogačar had already proved he was the man for Lombardia, be that from Como or in the other direction out of Bergamo, and his outright dominance was imminent.

first Triple Crown winner since Stephen Roche, adding the World Champion’s jersey to his already overflowing list of achievements. All-time great status was achieved by both men in ’49 and ’24.

but also by Felix Lowe, recounting the heartbreak for Coppi, who was cheered once again by the tifosi as the tears started to fall past the finish. It wasn’t the swansong that a great champion like him deserved, but that is often the way for icons of sport once their race is run.

Pogačar, while asked about it constantly, is not yet slowing down and could end up with seven or eight Il Lombardia titles when he eventually retires – which is predicted, though it’s by no means certain, to be around 2030, when his current contract ends. Perhaps he, too, will experience defeat and be caught up by bad luck into his late twenties and be prevented from surpassing Coppi after all. But come what may, he also has to win a fifth first and equal Coppi before those discussions begin.

We’ll never know just how much Coppi could have won should he not have missed those years in WW2, but what is certain is that his well-known modernisation of the sport, helping it move away from the turmoil of war has played a vital role in the development of the Merckx’s and Pogačar’s that followed. The same can be said for how teams raced for their great leaders, with Coppi’s Bianchi blazing a trail from the 40s and 50s that still serves as the blueprint for the WorldTour.

It may be Merckx with whom Pogačar is so often compared, but from his solo racing panaché to the tactical nuance and the beautiful pedalling style, like true poetry in motion, he’s much like Coppi, too. Il Campionissimo was certainly “A man alone” in his time, but by Saturday evening and at Il Lombardia’s conclusion, he may have some company.