IWM
iShares Russell 2000 ETF
stock NYSE ETF

I do index investing and swing trading with many of my positions, with exits and entries happening at the end of the day. For example, on May 15th, I might exit my position in IWM, sell all my shares, and then cycle into the SPY ETF.
The problem is I haven't found a quick way to do this. I have to exit about 15 minutes or more before the market closes, then calculate the shares, etc. I'll buy the SPY then.
If there's a broker out there, I could tell it at 4 p.m. to sell all IWM shares, then buy 100% of my available cash into SPY at 4 p.m./close.
I may be overlooking something here, but it's just a minor annoyance I'd like to automate if I could.
Currently, I'm with IBKR (Taxable), Fidelity (HSA), and Schwab (IRAs).
Thanks!

# AND THERE YOU HAVE IT
# CONGRATULATIONS TO ALL BULLS, CALL HOLDERS, DIP BUYERS, CHASERS, AND FOMOERS
# ON YET ANOTHER
# BRAND SPANKING NEW
# QQQ ALL TIME HIGH!!!!!!!!
# IWM AND DOW JONES UP NEXT!!!!!

Going in and out of IWM $205 July 17 Puts. Same same but different answer to your question I think.

This is what I did
I got SPY at $679. It crashed to $630 during March and I thought the war wouldn’t end so fast so I sold calls at $650 to get premiums and for a while it worked. Then SPY shot up like crazy. Btw, I did the same thing for QQQ and IWM (I got all three)
What I did was roll them up until I am in profit
Yes, I now have to hold the stocks until June next year but to me it’s ok cos in my opinion, only two things will happen
The indexes go down in value and I can resume cc on them
The indexes go up and eventually they get assigned away but I’m ok cos they are in profit and I take it as a high paying fixed deposit
Also, I am selling bull put spreads on SPX so if the second thing happened (prices shot up), it means I am making a lot of money on the puts
If the stock price tanks like crazy so that my indexes cannot sell cc and my bull put spreads don’t work, the world is probably in chaos already
Of cos the most important thing is I never borrow money to own the stocks or run my spreads

That's interesting, but that's not what I'm seeing in the market right now. I think you might be expecting every stock to get crushed all at once, but that's not how markets generally roll over.
Several areas of the market are already starting to break down. Last week, both the Russell 2000 (IWM) and the Dow Jones Industrial Average (DIA) began rolling over. European ETFs (EZU) are showing the same weakness. We're even seeing the leaders in semiconductors starting to struggle, with Taiwan Semiconductor (TSM) being a prime example.
The reality is that a very limited number of names are pulling this market higher, which aligns perfectly with what we pointed out when we highlighted the downward-sloping advance-decline line. The breadth just isn't there.
If you have evidence that the market is going to continue higher from here, I'd genuinely love to hear your thesis. But simply saying I'm wrong and calling me an "old timer" without explaining why doesn't really add to the conversation.

Sold my IWM and SPY puts for a nice profit. Eventually switched to IWM calls and now making profit on those. Only problem is I have trust issues, so I'm sure to paperhand those IWM calls.

IWM taking a breath before the real dive?

I have been for a while. I re-started with small account and posting in this subreddit. See my post. You can see past comments also going months back.
- only buying options to open position and closing to take profit.
- one trade a day and maybe 2-3 days a week as I work full time for now
- re-started with a small cash account of $300 and growing to $60,000 in 6 months as the target
- trading EFTs like SPY, QQQ, IWM etc
- targeting a small profit of $10-15 per contract, although I am greedy and ride the candles and profit more 😅 this will probably cause my downfall. I am also creating a little tool to use TastyTrade API so that I can automate partially my strategy but I will still trade manually as it is easier. 

Sold IWM call too early

I bought $IWM Calls and made 70 - 400% depending on the strike.
Act first. Think second. There is always time to get out of a trade but waiting to get into a trade can cost you.
I am paraphrasing Stanley Druckenmiller there.

Tomorrow Bols either finally start to show a little respect and feel a healthy amount of dread, or I buy into cheap IWM Puts once again.
Maybe both. 🤔

I look forward to getting back into IWM Puts after this encouraging 1 week lower high.
IWM will be the leading anchor in dragging the more tech-heavy Indexes straight to Hell.

Thats not the only bubble, look at IWM, the small cap index where most of companies aren't profitable, it hit ATH. At QQQ, at least the companies like Intel, NVDA are profitable with positive earning.

You have to learn to trade first. Don’t start your 2 year timeline until you have paper traded crypto and stocks and found a edge (a repeatable way to become profitable) I’ve almost been trading a year and I trade options and yes you can make a lot of money only if you know what your doing. I will say options is harder than stocks and futures but you can start with $200, for example IWM has $7 contracts and other stock tickers have cheaper option contracts too, but those are the hardest to hit so you should start off paper trading if your going to try. AGAIN the clock doesn’t start until you find an edge.

The fact that IWM is up 15% ytd when hikes next year are more likely than cuts is mind boggling. It’s not like it has the large cap AI exposure either

SPY being -1% is less remarkable than QQQ and IWM being -2.5% AND a flat VIX

IWM PUTs gain was not enough to offset SOFI Share losses today 😞

Well done! Me too, did on IWM, did a post on it. Will probably be back to QQQ/SPY when account is bigger

XRT being on regsho list for now the 5th consecutive day should tell you all you need to know. IWM is stressed, GME direct borrow is increasing. The system is for sure stressed, WHY? Why are the market mechanics stressed for a failing retailer, who just got a rejection letter from eBay about a potential acquisition.
Why does someone need shares so bad if they already closed?

Jfc -2.37% on IWM so far. 
Maybe pumping 2000 of the most consumer and energy sensitive stonks along with tech during an oil and employment crisis wasn't the mist sensible trend?