For the sake of glancing ahead, here's what I'd guess needs to happen for a WC spot: 40-25 the rest of the way would give us 88 wins, which seems like what it would take. That's a pretty tall order, very hazily it's the pace we had to start the year or even a click above it. Dividing things into stretches that don't cut off mid-series:
First ten games: Cincy (3), Cleveland (3), Mets (4): 7-3 (7-3)
Not really the worst draw in the world to start out. Before this gets going too much, I'll say that I pretty much expect a series loss to the Reds, and the margin for error is slim enough that something like that will really put a damper on things, but supposing that doesn't happen, then 7-3 requires series wins and a split, or else dropping the Cleveland series and taking three of four from the Mets.
Next five games: Cubs (2), Cards (3): 4-1 (11-4)
Here's where we need a big swing. All five games are at home, where we are much better, and we've held our own vs both teams this year, largely. 4-1 is optimistic, and expectations in this little stretch will likely be dictated in part by whatever happens at the deadline (it's on the first game vs the Cubs here). This is also where we'd at least have a foothold in the WC race, as we'd be 6 over .500 and probably within 4 games of the spots.
Next nine games: Rockies (3), Giants (4), Twins (2): 6-3 (17-7)
This is a tough little stretch - all the games are on the road, and we have to deal with the dreaded 4 game series. 6-3 is again optimistic, and moreover this would cap off a 25 game stretch of really excellent baseball (and more if you look prior to the break), so somewhere between the five division games and this stretch would be where any hype starts to have some momentum.
Next ten games: Cubs (4), Braves (3), Brewers (3): 5-5 (22-12)
I went more "conservative" here, even though if my aggressively optimistic stretches from above are true, this is a stretch where it's tempting to go even more rose-colored. The Cubs and Braves series' are at home, and as I said above, we'd have a pretty firm foothold in the WC race at this point, so with the momentum, you would want to think that the young team would really start revving it up. Something crazy like 8-2 would mean a 25-10 stretch to start the second half, meaning that just a hair over .500 baseball the rest of the way would put us at around 90 wins, and depending on the Cubs' and Brewers' overall performances, probably inch us back into divisional relevance - with six games against the Brewers and four against the Cubs remaining in September.
--- This is already very long and insanely speculative, so I should probably cut it off, but I'll spin out the remainder of the season just for the sake of curiosity, trying to stick with the optimistic but not overly wild projections (by which I mean what we'd need to really do to end up with a 40-25 record, not what I think is going to happen)
Next nine games: Cards (3), Braves (3), Reds (3): 5-4 (27-16)
Again a little "conservative" in projecting to lose a series, but still optimistic in the sense that we can't really afford to have a 9-10 game stretch where we go 3-6 or something and give away whatever ground we've picked up. Certainly the makings for more optimism here, with 7-2 or something possible if you sweep the Reds and win the other two, but we're talking about over 40 games at this point and only two or three series losses or splits, so assuming a series loss is merely accounting for the inevitable at this point.
Next nine games: Marlins (3), Cardinals (3), Brewers (3): 5-4 (32-20)
Same as above - I'm just trying to be somewhat schematic, but assuming we were doing something close to what I'm laying out, when the time comes we'll be pointing at the Reds and Marlins series and saying we need 5-1 to make up for something, which would be a good bet.
Next six games: Royals (3), Brewers (3): 4-2 (36-22)
Gotta beat up on the Royals, and in laying this out, note that we have 9 games against the Brewers remaining. These three are the only home series.
Final seven games: Cubs (4), Reds (3): 4-3 (40-25)
All road games - split with the Cubs, who potentially have locked up the division, and win vs the Reds. Too abstract to say much about, but again assuming we make the surge I'm trying to map out, heading into the second of the Brewers series (the group two above this one), the dynamic is probably that we are locked into a battle with the Brewers and some other NL teams for WC spots, so the six Brewers games loom especially large, but it's conceivable that the Cubs could have fallen off their pace somewhat. The Cubs are 18 games above .500 right now, so they'd have to go 34-34 the rest of the way in order to finish with 90 wins. That'd be a collapse of sorts but not a free fall.
Ok, just to reiterate again, this isn't an attempt to make a bunch of harebrained predictions. Mainly I just wanted to map what it would take out for myself. There are probably other, and maybe even better, ways to carve it up, such as dividing up the number of games vs different kinds of opponents, and factoring in home vs road (I did this as I was going), in order to see the chunks of wins we need to grab, but I think what it amounts to is that 90 wins is feasible enough if you think this team can somehow find real consistency, and have two or three real spurts while avoiding any stretch that's too bad.
I genuinely don't have any idea what to expect. The team is largely built for consistent mediocrity, and has shown the kind of fire-off-wins ability that we need to get back into it more seriously, but in general, I don't believe this is feasible. I'm a broken record, but I think it basically comes down to the pitching. We need more of what we saw in the last stretch, and especially a very good performance from RichRod, Santana, Crick, and Vazquez, and then we'll at least have the foundation to sustain the surge when things don't go as perfectly as a homer fan would want them to, sitting in judgment on the night before the second half begins.
I really think the first 15 games are crucial. It's where I was most aggressive in catapulting us back into the thick of the WC race, and while it's possible that we could do something like what I laid out and then fall flat on our faces on that long road trip, I do really think those games will set the pace for whether we can pull a run off. It's tempting to be pretty optimistic, as we have 7/10 to start off vs bad teams, and then the second little stretch of 5 games are all at home, and would come while riding a pretty decent wave of momentum, so I'm putting what slivers of false hope I have remaining into those first two sets of games.
I and several others did this way back, and I haven't dug it up, but I'll still be somewhat optimistic and say that I think we'll end up going 35-30 to finish with 83 wins. While it does feel like total foolishness to even think about the WC race, I guess where the source of any optimism could come from is if you think this team can actually play .500 baseball for that long, then do you go the next step and think they can somehow find 5-6 wins somewhere? Short of Josh Bell turning into a totally different player than we've pretty much ever seen from him before, I don't think there's much of an analytic argument for how we'd come by 3-4 of those wins, but by whatever means, it's not a massively tall order. We're built to be about a 79 win team, so a safer guess would be 29-36 to finish with 77 wins or so.
All the ups and downs from earlier aside, the season is tremendously long, and we may have banished a lot of lingering specters with the series sweep. A good start may set a completely different tone for a young team, and in a sort of captain obvious sense, it's not really about the total path you took, but the steps remaining to the destination. In fact, to short circuit all these rambling words, I think to guess in a totally subjective way, it probably makes more sense to say that we'll really undercut this window I laid out, and finish with 72 wins (and 90 losses, which should be a housecleaning event), or that we'll actually make the real push, even if we finish with 89 wins and just miss it or something. In other words, to guess that whatever happens in these first 10, 15 games will really set the tone for a young team that's already been through so many peaks and valleys, and so the final stretch will be much more like 25-40 or 40-25 than the boring 32-33 or whatever.