Why? You think people are going to read your shove as weaker than a small 4bet? I don't think so. They're just playing their cards and will put you on AA and fold QQ and worse for "so much money".

I mean, raising 250 (or whatever) is super ****ing strong when there's a 500 stack, is ANYBODY who is a regular player doing it light there? I think it looks waaay stronger than a jam by far.

If we jam here for 900 preflop, V1 next to act has 1k effective. unlikely, but V1 and V2 are the only people here who can have AA. by shoving, I think we only get called by AA and folds buy QQ, AK and worse. Sometimes, I can see crazy nits fold KK if they have 200bbs.

I think calling/4betting to 250 are the best options and prob checking the flop.
Would have been easier to get the money in if V2 had AA lol.

Yeah, it looks strong, so don't raise? Do you really think you rep weak better with 250?

Not necessarily rep weak but from personal experience, if I was in Vs shoes, I’m going to be far more sticky vs a small 4b here rather than a shove.

Well that's because they're bad (and you're bad). Would you be more likely to 4b small with AA KK, or AK? What if you decide to 4b AQ, are you going to make it 250? So why would you want to continue against a clearly committing small 4b, and not a jam?

To be fair 250 is probably like borderline okay to have a raise/fold range vs deep stack, but stack off vs 500, but honestly V1 only just flatted so we play better just jamming even our weaker range that wants to continue.

If you don't want to jam, just flat it. Bad relative position sadly, so I just jam there. If you think people fold too much vs a jam, then just jam lighter hands like mid pairs and AQ AJs A5s too.

$225 preflop. Don't make it $300 pre because that's excessive and makes us look pot committed, whereas $225 is a sizing we could pick with AK/QQ if we plan to fold to a 5bet shove.

As played, check back flop and flat turn or else bet 40% pot on turn if V checks twice.

Really, we can raise to 225, with the intention of folding to 500?

The issue is the guy with a 1k stack, not the guy with a 500 stack. We're clearly trying to iso here whilst simultaneously not being auto-committed if a big stack jams.

At the end of the day, we've only got 3 viable options:
1) Flat $110
2) 4bet to ~$225
3) 4bet jam $1000

Anything else is spew. Like why would we make it $300 pre just to fold to a 1k jam? We might as well either 4bet smaller with the same FE or just jam ourselves. Either sizing commits us to the 500 stacker, so we get no benefit from choosing 300 over 225.

If you think that options 1 or 3 are better than option 2 then that's fine. It's debatable. But 4betting to $300 in this spot is out of the question. It's just awful sizing that goes against all poker theory for no good reason.

Edit: imagine we have TT instead of KK and we want to get it in against the 500 stacker (who we suspect could be squeezing light) but not against the 1k stacker (who always has us in bad shape when he calls a 4bet or 5bets). It's just logical to make it $225 here to achieve both things, rather than $300.

So you’re basically agreeing that they’ll call 250 but fold to a jam because they’re bad. So why would you want to jam?

OP didn't say they were bad. That's an assumption you made because you think like this you assume a normal player would also think this.

Unless there's a very high flat strong hand early dynamic, I think it better serves our entire range to assume the 1k stack doesn't have a good hand that we ever want to raise/fold against, therefore it's better to just jam entire range. Do you seriously want to raise fold JJ? or even AJ? By having a raise/fold range we're giving them an option with a hand like TT JJ AQ, whereas by jamming and committing entire range, he has to fold and is unable to realise his equity. Exploitative adding some AA KK to flats would be good, maybe 225 with AA is okay, but we block AQ in that instance, and KK is definitely is not the hand we want to put in our small size if we do have a small % small 4b.