[14] He originally took up cycle racing as a mountain biker, moving to Switzerland in 2009 to pursue his amateur career.

[19] In May 2015, he was barred from starting the Giro d'Italia due to low cortisol levels (later discovered to have been caused by illness), as per Mouvement pour un cyclisme crédible (MPCC) rules.

[20] George Bennett was named in the start list for the 2016 Tour de France[21] and finished in 53rd place.

[25] He came 25th in the time trial on stage 19 to improve his overall standing to 10th on general classification, the highest ever placing for a New Zealander in a grand tour.

[26][27] Bennett said that the season "started off reasonable and just got better and better...It's pretty hard to go past tenth at the Vuelta on a results base.

[28] George Bennett was forced off the bike after contracting glandular fever, and this meant that he missed the 2017 New Zealand National road race championships and the Tour Down Under.

[34] Bennett said "I was riding and I didn’t hear much over the radio, then just about halfway my director suddenly lit up and just got super excited, yelling in my ear and I knew that something was happening.

With good early season form (4th New Zealand National road race championship, 11th Santos Tour Down Under, 9th Tirreno-Adriatico, 6th Volta Ciclista a Catalunya) George Bennett achieved his highest GC result in a Grand Tour when he came in eighth place overall in the 2018 Giro d'Italia.

At the start of the Giro I wouldn't have signed up for it but some things were out of my control and maybe I got the build up wrong as I was a bit too good too soon.

It meant that Paddy (Bevin), Dion (Smith) and Sam (Bewley) had to work harder much earlier.

"[39] George Bennett competed in the 2019 Tour of California and took third place on stage six which finished at the top of Mt Baldy, five seconds behind Tadej Pogacar and Sergio Andres Higuita.

Bennett found himself in 5th place after Jumbo Visma won the team time trial in stage two.

[48] In February at the National Championships, Bennett finished second in the road race after spending 80 kilometres (50 miles) out in front by himself only for Shane Archbold to catch and sprint past him on the line.

He participated in the Tour de France, where he wore Māori-themed Shimano S-Phyre shoes painted by his artist girlfriend, Caitlin Fielder.

[51] Three days later at Il Lombardia, he got the highest ever result by a New Zealander in a Cycling monument by placing second behind Jakob Fuglsang.

The 234-kilometre (145 mi) men's road race, which featured 4865m of elevation gain, was expected to suit his climbing style.

[63] Bennett ended up finishing the road race in twenty-sixth place, 6:20 down on winner Richard Carapaz.

[65] George Bennett started 2022 racing in the New Zealand Cycle Classic where he came fourth in the general classification.

The road race was shortened to 90 kilometres (56 mi) due to howling winds from Cyclone Dovi.

[66][2] Bennett competed in the UAE Tour coming in 36th place on General Classification after working for Tadej Pogačar, who won.

[69] In early June, he competed in the Critérium du Dauphiné coming in 12th place in stage eight and 20th in the General classification.

[70] Of his 12th place in stage eight, Bennett said "I'm happy to leave the race with a bit of confidence, actually, because you start to doubt yourself, of course you do.

[71] His efforts in the mountains helped Pogačar hold a 40 second advantage over Jonas Vingegaard until Bennett tested positive for COVID-19 and withdrew from the race before Stage 10.

[73] On Stage 9, Bennett and teammate Marc Soler put in most of the hard work on the Pas de Morgins which dropped Daniel Martínez (Ineos Grenadiers) out of the top 10 overall.

[77][78] The next day at the Circuito de Getxo Bennett came home in eighth after helping teammate Juan Ayuso win the race.

[79] The following month at the Tour de l'Ain, during Stage 1, Julian Alaphilippe attacked and Bennett along with Andrea Piccolo were the only ones able to hold his wheel.

[85] In September 2023, Bennett signed a two-year contract with Israel-Premier Tech, stating that "I see a lot of opportunities, especially in Grand Tours and in the high mountains".

I made a lot of really good friends at UAE, and there were some awesome moments, like being part of the Tour with Tadej last year but I was just so shit in terms of results”.