This was dealt with in the ENIC thread not too long ago, and it's a fantasy that this approach was successful.
Klinsmann won nothing. Gazza and Lineker won an FA Cup. That's it. They got us nowhere near the big table of football and instead set the club back financially. Sugar would have done far better to focus on building a squad of overall quality instead of buying one or two stars and hoping they could make us good again.
Ardiles was a different story, in a different era, but by the time Scholar took over the club in 1984 it had the largest debt in English football, and he had to literally diversify club holdings into computer and clothing companies (Hummel and Martex), and we became the first club in the world to be floated on the London Stock Exchange. And of course he had to get a loan from Maxwell to sort it all out.
All the commercialization and whatnot about modern football that you all hate? We helped start it, unfortunately. Back when you guys think we were 'ambitious', when instead Scholar was leading the way in basing revenue on merchandising and rinsing the fan's pockets instead of delivering on the pitch. That's why we won only a couple of cups at the start of the decade, and were barren for the rest of it, UEFA Cup aside. Rest of the time we were bouncing in and out of the bottom half of the table and being knocked out of the FA Cup usually before Round 5.
The 80s were mediocre. The 90s were gash. The 2000s were mediocre, and the 2010s were the 2nd-best period of league and European performance we've ever known.