1. Dravid was successful against WI the only time he played ATG attack . There is nothing to suggest he wouldn't have been as successful as Waugh had he faced them more
2. You are absolutely free to rate Lara more than Sachin . Lara and Sobers are 2 batsman who have every right to be rated better than Sachin . And Smith , Kohli ( Less extent) are also on that path.
Some things are not as evident on paper. Yes, on paper, Dravid was successful against WI the only time he played ATG attack. But then ask yourself, if that West Indian attack was that great, then how did 4 of the 5 Tests end up as dull, boring draws?
That's because - pitches (other than the one in Barbados) were more lifeless than pitches in the subcontinent. Totally dead. There was nothing in them for the bowlers.
Ambrose & Walsh were couple of years away from their retirement. Though "statistically" good, Ambrose especially wasn't the Ogre in Test cricket that he was in the early 90s, when he practically gobbled up batting line-ups.
That "Lara-Tendulkar" series was one of the most boring Test series I watched. I remember having to watch that laborious double century by Sidhu in the first Test in Jamaica.
Now 9 years prior to Dravid's tour, India toured the West Indies and faced practically the same attack (Marshall in 88 got replaced by Franklyn Rose in 97 that was the only change). Now the attack that India faced in 88 (even
though - on paper- was almost exactly the same as what Dravid faced in 97) was much much tougher. None of the Indian batsmen averaged above 40 in the series. Only 1 Test then ended as a draw and that too because 3 days
got rained out. Bishop was very very very quick in that 88 series. He broke the hand of Indian opener Kris Srikkanth right at the beginning of the tour. There was no comparison between Bishop that played in 88 and Bishop that
played in 97. Indian batsmen were really beaten black & blue by the West Indian fast bowlers (sadly YouTube videos showing Indian batsmen taking the beating in that series have been deleted).
In any case, many Indian batsmen batted bravely. But there is only so much beating one can take. Ravi Shastri's 107 in Barbados was one of the gutsiest centuries from an Indian batsman.
"Only one bouncer per over allowed" rule was introduced in the early 90s (mainly to end West Indian fast bowling domination of the game). Again cricket changed forever after that.
BTW, I am not arguing about Dravid being above Waugh in this list. Both are ATG batsmen we are talking about, and beyond a point it becomes subjective. Having best of their performances live, I'd pick Waugh over Dravid without even thinking.
To me, Dravid was technically better, but Waugh was mentally far tougher as a batsman, and ruthless as a captain. My main point was that I simply don't think Dravid had a series performance that can be put in the same bracket as Waugh's series
performance in the West Indies in 1995. Again that's just me.