We've always been a big club but as I did state we were in a mess in the 90s at some stage Hood:
ON MONDAY Alan Sugar was suffering through a press conference. It was called to announce that his company, Amstrad, was going to sell its personal computers direct to the consumer because the high street retailers were, he said, squeezing his margins. It was a typical performance, curt, grumpy...
www.independent.co.uk
In 1991, Spurs, due to appalling financial mismanagement, were pounds 20m in debt, facing bankruptcy, or, worse, takeover by Robert Maxwell. The team manager, Terry Venables, who had ambitions to own a club, saw his chance. He would bring in a sleeping partner to bankroll a bid.
As a comparative to the two clubs you've highlighted, Woolwich and Liverpool we have definitely achieved a lot of growth in comparison:
Woolwich 2010 - 5th - £224m
Woolwich 2020 - 11th - £382.1m
Liverpool 2010 - 7th - £184.8m
Liverpool 2020 - 7th - £518.53m
Tottenham 2010 - 15th - £113m
Tottenham - 2020 - 8th - £446.84m
Woolwich have dropped 6 places and are 1.7x better off financially
Liverpool have stayed the same position wise and are 2.8x better off financially
Tottenham have gone up 7 places position wise (only Man City jumped up more places for obvious reasons) and we are just shy of 4x better off)
As you said we aren't as well off collectively as those two clubs highlited but we've been playing catch up commercially for some time now. Competing financially is half the battle these days and whilst it's been a while it's impressive when people consider that tonight Everton are announcing losses of £111.9m for the past calendar year.
If we like it or not we had to play catch up and I see 4x more revenue streams in one decade as a really impressive financial feat. Each to their own and all that but off the field we have set things up very well co pared to years gone by.