To be fair, I have consistently said the failure to pick a direction meant Boston wasn't going to win a title or even be a real contender, and Boston hasn't been one of those.
Depending on how the season shakes out, Boston might very well make the ECF again this year (match-ups will be important), but team still won't be a contender as presently constructed. Enough talent for a nice regular season and a fun little post-season run, but not enough talent to actually win. That has absolutely been the case the last 4 years, is the case this year, and will continue to be the case going forward with a major move of some kind.
If we're going to set the bar this high for what makes a team a "real" contender, then we're basically just shuffling deck chairs until we have a clear cut MVP candidate (i.e. top 5ish player) plus another top 20 player. We've seen that for the most part that is what it takes to be more than a dark horse / second tier contender.
Long ago, I reached the conclusion that you can't really *plan* to end up in that position. Unless you're the Lakers. Every other team has to basically do everything right and get really lucky to have a guy under contract who is in the MVP conversation and also have a top 20 guy.
Not to mention that even once you get that in place, you have to have good chemistry, a decent enough supporting cast to make it through a long season and playoff run, and you need to have luck with injuries.
I think you can plan to build a very good team around a couple of perennial All-Star type talents and try to maximize your chances to have a break out season due to some luck or one or two of your supporting guys breaking out unexpectedly.
You could make the argument that Harden is a MVP candidate every season, Tatum is a top 20 guy, and that those two together would make you a "real" contender. But the team would have an extremely threadbare supporting cast, there would be major chemistry issues, and you'd only get a couple bites at the apple. I think you'd basically be guaranteeing that Tatum leaves in a few years, too, irrespective of whether you win a title.
I'd rather just ride or die with Jayson and Jaylen, see what Ainge and co. can do to manage and improve the supporting cast around them, and see what Brad can do to maximize the rosters he's given.
At the end of the day, they may never be a "real" contender in any given season, but I think they'll be far more enjoyable and if they do make it to the Finals or even win a title, the culmination of that story will make it so much more significant.
Anyway, I reject the "real" contender framing just because I think it sets up an unrealistic standard for what we're "allowed" to enjoy as fans or regard as a "good" team. I think if you have that mindset, you're almost never going to be particularly happy with the product on the floor unless the team happens to have that generation's LeBron, Bird, Jordan, Kobe, Duncan etc on the floor. And again, unless you're the Lakers, most teams only get a guy like that once in a lifetime.
I guess my philosophy is that it makes a lot more sense to try to build a team like the 00s Mavericks (very good team built around one top 5-15 player that stayed really good for a long time) instead of feeling that it's necessary to put together the Bron/Wade Heat or the Curry/Durant Warriors in order to be a "real" contender.
I also think that looking at the team building process that way is a lot healthier from a fan standpoint.
Personally I think it's a lot of fun to watch a team make a run to the ECF or the Finals even if it doesn't end in a title. I think that only gets stale if you don't see any signs of steady improvement. If it truly stagnates, I think that would sour things for the players, too. At that point you do need to shake things up (see: what the Raptors did trading Derozan for a year of Kawhi). Like it did with the Raptors, that can pay off, even though it's risky to put it all on one season (see: four bounces game winner).