2019 - Last 2 season 4 characters launch around capcom cup.
2020- "super SFV" or something similar , a relaunch of the game roughly on par with AE but probably a bit lower budget (probably no 3 minute CG intro but maybe a motion comic story mode 2) Some level of new game mechanics are added such as Vskill2 or even just a new Vmove (some new type of counter?) game is tweaked in ways both subtle and obvious to compensate. 1 season 5 character is also available at launch (late january/mid february perhaps?). 2 more season 5 characters release between March-June (so 3/6 season 5 chs) , Evo reveals 3 more are coming but only 2 are "available this week" , last character is shown at TGS2020 and is available at the end of September. Capcom Cup 2020 shows off that 2021 will again use SFV for the CPT but it'll be the last time... , a deluxe re-release of SFV will come out for PS5 Around February 2021 but that's not all... right after capcup , character 47 will be unveiled for release right after capcup , the PS5 launch month for the game (expect it to be a proper port that will also patch the online to add PS4/PS5/PC as available for crossplay, imagine more of the PC versions graphical settings being turned on and a higher resolution ... maybe 4K?) will also see character 48 added to the game (and they'll be "free" for PS5 buyers.... I'd expect PS4 owners that upgrade to PS5 will also have access to a cheap upgrade fee that'll give them anything the ps5 version includes they might be missing). After this reveal , a teaser trailer for Street Fighter 6 is shown off , maybe showing a pretty fancy looking Ryu charge up a hadouken aimed at a mysterious figure. No actual gameplay is shown yet.
2021- The aforementioned PS5 version comes out along with ch 47/48 as mentioned above. This version if bought at retail or as a full download for new buyers would include 48 characters, all 10 original backgrounds with any non holiday variants, all classic stages, classic, story and battle outfits for every character unlocked from the get go , all other non-CPT costumes (from 2019 or earlier) unlockable by simply playing the game (no need to buy anything with cash). All CPT content would be available as a single lump sum DLC bundle for 20$. Retail price would actually be 60$ but those upgrading a ps4 copy to a PS5 copy could do so for 20$, any previously bought CPT content would of course carry over as well. Purchased costumes would not require unlocking either. Perhaps around April 2021 , character 49/50 for SFV would be dropped , this would end support for new characters for the game. At E3 2021 the first actual gameplay for SF6 would be shown and a trial would be playable on the show floor. Perhaps as many as 6 characters and 2-3 stages are shown. SDCC 2021 might reveal a 7th character then, EVO 2021 would have a playable build while also showing a 8th character. But, that wouldn't be it ! Characer 9/10 also get shown off!! TGS would announce a 11th and and 12th character for SF6 and reveal a beta period that would start at the end of the month, open to any SF5 owners on PS5 , then a month later any PS5 owners and finally in late November, steam users. In the meantime to build hype for the new game I'd wager a ramp up of character reveals would occur, Character 13/14 shown in October, 15/16 shown in November, 17/18 in December, 19/20 for January 2022... all building up to the games launch probably the second week of march.
2022- SF6 launches on PS5/PC March 15th 2022. It has 20 characters available day 1 , launches MUCH more complete than SF5 and probably looks amazing too, like at least twice as good as SF5 while also running better , online is vastly improved over SF5. Fight money is no longer a thing either , instead straight up DLC only , a season pass is announced at the first official CPT event for 2022 , only 1 character is shown off , 4 total for the season. a second character reveal at E3 with the first available that month followed by evo 2022 showing the other 2 characters with a dual drop at the end of that August.
2023- Capcom Cup announces a season 2 , this time it will have 6 characters , the first of which will drop immediately, the second in February 2023, a third in April and a 4th in June with 5/6 coming right after EVO 2023. After this with 30 characters, SF6 will be considered complete.
2024- Super SF6 comes out IF SF6 has done well enough.