Now, of course, the best time to play the Bench Boost chip will vary for each manager - probably more so than just about any other aspect of FPL 'strategy', as it depends on all 15 members of your squad (whereas, for the Triple Captain, the options are pretty much the same for everyone - especially at the moment this year!). However, as I pointed out the other day, the Bench Boost is a chip whose value derives from the collective return of the full squad: you not only need to have all 15 players starting their matches, you want to have as many of them as possible playing weak opponents.
And sure, you will focus mainly on the fixture-difficulty for your 'usual' bench players. But the fixtures for the starting eleven can be very relevant also: if some of them are facing especially tough fixtures, you might not really want to start them that week (you probably don't want to bet on your Arsenal and Liverpool players, for instance - or not all of them, anyway - when they're playing each other). And there may be opportunities to tweak your squad - with a splurge of saved Free Transfers, or perhaps even a Wildcard rebuild a week or two beforehand; or, this year, with the over-generous award of additional Free Transfers for the start of AFCON in Gameweek 16 - to take maximum advantage of an unusually appealing set of fixtures in a particular gameweek.
This year, for the first (and, hopefully, last!) time, we are getting an additional Bench Boost chip, which has to be played in the first half of the season - before the end of December. Some people were so befuddled by this surprising and unnecessary rule change that they spent the chip very early (many even in the very first week of the season - which was completely NUTS!)
It has always looked to me as if the most promising gameweeks for this first Bench Boost would come in the latter part of its eligible window, over the coming month or so.
In fact, this coming Gameweek 12 might look especially appealing - with Villa playing Leeds, Bournemouth playing West Ham, Chelsea playing Burnley. Palace playing Wolves, Liverpool playing Forest, and Manchester United facing a recently out-of-sorts Everton. That is one of the most 'lopsided' sets of fixtures we'll see all season. But I am a little wary of it, because it comes straight after an international break, when there are increased uncertainties about players' form and fitness: travel fatigue as much as game weariness can take the edge off players' performances (South American internationals, in particular, are often rested for the first game back, just because they've had to endure such long return flights), and minor injury problems may not have been disclosed. Also, the disruption of usual club routines, and especially the shortage of time to conduct tactical preparation, means that almost all teams will be something below their best this coming weekend - and some match outcomes (more than usual!) may therefore be surprises.
Gameweek 13 is also promising, with Villa playing Wolves, Brentford playing Burnley, Liverpool playing West Ham, City playing Leeds, and Spurs playing Fulham - although Arsenal being drawn against Chelsea may give pause to managers with a lot of representation from those two teams (surely everyone now has 3 Arsenal players; but it's quite easy, at the moment, to get by with 1 or 0 picks from Chelsea!). And City against Leeds is probably a prime opportunity to chance the Triple Captain on Haaland, so that's a tricky dilemma.
Gameweek 14 doesn't look so hot, with a lot of quite finely balanced match-ups, and only United against West Ham, City against Fulham, and Palace against Burnley looking likely to be really one-sided.
Gameweek 15, though, might be another fairly good prospect: Brighton playing West Ham, Newcastle playing Burnley, Liverpool playing Leeds, City playing Sunderland (certainly not a gimme, but Haaland will probably fancy it...), and United playing Wolves. However, Arsenal away to Villa, Chelsea away to Bournemouth, and Brentford away to Spurs might perhaps go either way, and if you have a lot of players from from those teams, the Bench Boost might look a bit too risky. But if you've managed to save up a few transfers over the preceding weeks, you mightt have the opportunity to optimize your squad this week with a 'virtual Free Hit' (being able to immediately undo any changes that you want to, with the 5 Free Transfers being made available in the following Gameweek 16).
Gameweek 16 is a bit less enticing: although Arsenal, Villa, and Brentford have soft opponents, a lot of matches in this batch - United/Bournemouth, Liverpool/Brighton, Burnley/Fulham, Palace/City, and the Sunderland/Newcastle derby - might all be very tight,
The fixtures in Gameweeks 18 and 19 include a lot of top-of-the-table clashes, where most FPL managers will have too many players pitted against each other to be able to expect a really good overall haul. And I'd tend to avoid those gameweeks anyway, because the matches are crowded together in the Christmas holiday week: family distractions, more limited preparation, and usually abysmal weather tend to hamper performance in these games, and you rarely see the best of anyone; and a lot of players may be getting rationed minutes, or be rested altogether for one of the games.
Moreover, that's a bit far away to plan for - so much might have changed with form and injuries by then. And, especially with something like the Bench Boost, which requires all 15 players to be fit, and starting, and at their best, it is too much of a risk to leave the chip until the very end of the available window for use: if a rash of late injuries suddenly renders the ploy invalid, you might have only one more week in which to play it, or..... no remaining alternative at all.
That last point also argues against leaving the BB until Gameweek 17, but bold managers might be tempted to give it a try, if they fancy Arsenal against Everton, Bournemouth against Burnley, Brentford against Wolves, and City against West Ham (although that could be possibly the strongest opportunity of the season for a Haaland Triple Cap!). However, Villa/United, Brighton/Sunderland, Newcastle/Chelsea, and Spurs/Liverpool will be rather harder to call.
And of course, all of these gameweeks with an unusually large number of one-sided fixtures - and/or some close match-ups where you might want to avoid having several of your best players facing each other - are also prime candidates for playing the Free Hit chip.
You don't want to be playing any chips early in the season, if you can possibly help it, because tactics and selections, team and individual form take a month or two to settle down - after the dust of the summer transfer window has settled. And this year, the pattern of the fixtures definitely creates a heavy bias towards using them at the very end of the available window. Heck, some lucky people haven't even used their Wildcard yet; and most people with any sense will still have all the others. Hence, we're faced with the challenge of how to make the best use of 3 or 4 chips within the space of just 7 or 8 weeks. This kind of 'overcrowding' is not an enhancement to the game. The introduction of the additional chips this year was yet another stupid idea from our FPL overlords.
NB: You can't rely on FPL's 'Fixture Difficulty Rating' (as in the screencap at the top of this piece) as an indicator of likely outcomes. It is only, at best, a very crude guide to the relative status of clubs. It seems to take no account of factors like the form or fitness of key players, only 'expected performance' based - initially - on last year's results. It is ludicrously slow to update its assessments, doesn't appear to have much, if any, weighting towards recent results (as it ought to), and maintains an entrenched prejudice against promoted teams, even if they're doing well (4th-placed Sunderland are still considered an 'easy' opponent for almost everyone?!). The FDR grid is a handy reminder of what the fixtures are; but you have to use your own knowledge and judgement to decide which games are actually likely to be very one-sided or very tight, and which team will be the more probable winner.

