I think he passes Howe and everything else is very uncertain. 36 in September, has played a ton, unclear how many more seasons, if it will be an 82 game season next time, etc.
Seems like he wants the four year deal, but are we talking about up to 353 more games in his career (remaining 25 this season and 4 seasons at 82 apiece) or less?
Should he be expected to play almost all those games like he always has up to this point? Maybe he'll buck the trend and never see a decline in GPG, but with 1350 or so games in the NHL at the completion of this season, it has to take its toll somewhere at some point. Every ironman of his caliber eventually misses significant time. Look at someone like LeBron who even with load management and strategic breaks has routinely played 100 or so games year in and year out. He missed significant time in his first season with the Lakers and now he's out indefinitely this season for now. It catches up, even if the talent never fades. Ovechkin has always been able to power through injuries and continue playing, but it gets much more difficult mid-30s and beyond.
Meant to vote for the 825-850 range. I think any number in that range is fair and going off the assumption that he plays only 4 years after this, a possible non 82 game season for 2021-2022, and factoring in at least a little more missed time than we're used to.
If he plays 5 more seasons after this one and is sitting at 736 goals by the end of this season, sure, it's fair to think he'll catch Gretzky.