It was well-documented following the Dutchman's decision to move to Old Trafford that he could have made his debut in English football several months prior as Tottenham chairman Daniel Levy's preferred successor to the disappointing Andre Villas-Boas', with the Portuguese having left the job in December following a dismal 5-0 defeat at the hands of Liverpool.
However, Van Gaal's proposed switch to North London bever came to fruition, and he was swiftly handed his first chance in the Premier League by Manchester United this summer following David Moyes' sacking.
Now, the former Bayern Munich and Bayern Munich boss - who has overseen a difficult start to the new campaign but was boosted on deadline day with the loan signing of Colombian star Radamel Falcao - has insisted that he has no regrets over his move to Manchester, claiming that Spurs would have represented a simpler option.
"No, I don’t regret taking this job,” the 63-year-old was quoted by The Daily Mirror.
“Yes, it is a massive job I have taken on at Manchester United. I realise that. And the situation is not worse than I thought - I knew what I would find on my plate.
“I could have opted for an easier job. If I had gone to Tottenham, the job would not have been as enormous as here at United. I could have easily gone to Spurs. But I chose the biggest challenge of all the jobs in football. And I really wanted to join the number one club in the country, not Tottenham.
“Financially, Tottenham was kind of as attractive as Man United. But, in my eyes, Man United is still the number one club in England, Tottenham really is not.”
Tottenham are now on their second permanent manager since Villas-Boas, of course, with ex-Southampton favourite Mauricio Pochettino replacing Tim Sherwood in the dugout in May.
Former World Cup defender Pochettino has had a more positive start in his new job than Van Gaal, with progression to the group stages of the Europa League secured along with Premier League wins over West Ham and Queens Park Rangers.
There was disappointment for Tottenham on Sunday, however, with Liverpool securing a comfortable victory at White Hart Lane thanks to goals from Raheem Sterling, Steven Gerrard and Alberto Moreno.