Brian Ostrovsky

Founder, BabyBit Technologies.

[Brian Ostrovsky @bostrovsky]

@Invest_Brandon Assignment value is the right risk number. Watch the roll though. tastytrade books it as a losing close plus a new credit, so history looks like it keeps working. Add the whole chain, first credit to final close, to see if rolling paid. I use a tool that rejoins the rolls.

[Brian Ostrovsky @bostrovsky]

The free report doesn't do rolls. Get your free report for this: your win rate next to your average win and average loss, across your last 200 closed trades. Read-only.
https://t.co/3EINCBttKF

What base do you use after a roll?

[Brian Ostrovsky @bostrovsky]

GOOGL strangle, Feb to May 2026. I rolled the put twice, both times for a credit. Running net credit: $765, then $865, then $917.50, and all of it was kept.

Your broker shows it another way: two closed put legs at -$480 and -$1,417.50.

So after a roll, which number is your loss?

[Brian Ostrovsky @bostrovsky]

So I track the trade and every roll as one position with a running net credit, fees included, and set the stop on that. I built https://t.co/xtZxIyBZpU partly because my spreadsheet fell apart on positions rolled 3+ times. The paid app groups every roll into one position.

[Brian Ostrovsky @bostrovsky]

Not affiliated with tastytrade. Not financial advice.

[Brian Ostrovsky @bostrovsky]

"Weeklies beat monthlies and it's not close." 52% a year vs 34%, per-day math.

That math skips every trade that ends in shares.

[Brian Ostrovsky @bostrovsky]

I built https://t.co/xtZxIyBZpU to do that split from tastytrade history. The free report starts simpler: win rate next to average win and average loss, last 200 closed trades. Read-only.
https://t.co/liOfDYyjeO

Weeklies or monthlies for you?

[Brian Ostrovsky @bostrovsky]

Your win rate only counts the trades you were willing to close.

Take profit on winners, roll the losers. Closed P/L looks great. The losses sit in the open position.

"Rolled for a credit" isn't a win. It's the same trade, moved out.

Free report: https://t.co/MEJmZDlrDM

[Brian Ostrovsky @bostrovsky]

Not financial advice.
Brought to you by https://t.co/BvsPmoHQ7m. Free report: https://t.co/VTxGuuHtEi

[Brian Ostrovsky @bostrovsky]

NYSE plans to list options on Apple, Nvidia, Tesla and SPY that settle at $100 or $0. Nothing in between.

12 stocks and ETFs within days, Laura Matthews reported for Reuters on Oct 27.

https://t.co/rJJLTg00ym

[Brian Ostrovsky @bostrovsky]

Sell premium on AAPL, NVDA, TSLA or SPY? Once trading starts, check:

1. Does your broker list ByRDs at all?
2. What option approval level do they need?
3. How wide are the quotes?

A $100-or-$0 payout alone doesn't say how a position can be managed before expiration.