On Tuesday night, Robertson told BBC Sport: “"I've hid it well, but today I've been in bits," the 31-year-old said. "I know the age I'm at, this could be my last chance to go to the World Cup.
"I couldn't get my mate Diogo Jota out of my head today. We spoke so much about going to the World Cup because he missed the last one with Portugal and I did with Scotland. I know he'll be smiling over me today.”
He said this after leading Scotland into the World Cup for the first time since 1998. But where did it all begin?
Robertson’s humble beginnings
Robertson started his career at Scottish lower league side Queen’s Park playing part-time football.
The left-back made his debut against Berwick Rangers in the Ramsdens Cup in front of 372 at Shielfield Park as a left-winger.
He tweeted during at this time at Queen’s Park, “Life at this age is rubbish with no money. #need a job”.
Robertson had a string of part-time jobs including working on the tills at UK department store Marks and Spencer and working in the box office at Scotland’s home, Hampden Park.
He went on to have a good season and briefly weighed up going to university before realising that there will be offers of professional football available to him at the end of the season.
Robertson went on to choose Dundee United.
Dundee United and Hull City
Robertson joined Dundee United in 2013 and quickly became a fixture in the side at Tannadice Park.
He went on to accumulate five assists in his only season with the Tangerines, as he helped them to a fourth-placed finish in the league and a final of the Scottish Cup, which they lost to St. Johnstone.
Robertson was signed by Hull City for just under £3 million, the Tigers were in the Premier League at the time.
He made his debut against Queen’s Park Rangers in August 2014. He was in and out of the side throughout his first season on Humberside.
Robertson became a key feature of the Hull team over the next few seasons, including helping them win promotion back to the Premier League in 2016.
After Hull’s relegation back to the Championship, Robertson was signed by Liverpool for a de facto swap deal with Kevin Stewart.
Liverpool limelight
Robertson joined Liverpool in 2017 and found it difficult to get gametime at first over Alberto Moreno.
The Scotsman found a consistent starting berth around December and went on to help Liverpool to the Champions League final that season.
He was also a huge part of the Liverpool teams that have won the Premier League twice and won the Champions League.
The Glaswegian made his debut for Scotland in 2014 against Poland. He has captained the side consistently since 2018.
Robertson has previously helped Scotland twice to European Championship qualification, but has now achieved his biggest accomplishment in qualifying for the World Cup.
He dedicated the achievement to Diogo Jota, his friend that he met at Liverpool, and carried him through to that win over Denmark and World Cup qualification.