Rolling Iron Condor

Volatility Strategies Intermediate Singapore STI DBS OCBC UOB SINGTEL

Neutral - Extending or Adjusting Existing Positions

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Quick Reference

Strategy Type Iron Condor Position Management Through Rolling
Market Outlook Neutral - Extending or Adjusting Existing Positions
Risk Profile Defined Risk with Extended Duration
Reward Profile Additional Credit Collection or Position Repair
Time Horizon Extends Position by 30 Days per Roll
Iv Environment Rolling works in all IV environments
Breakeven Adjusted Based on New Credits/Debits

Payoff Profile

Rolling an iron condor closes the current position and opens a new one, typically in the next expiration. The payoff diagram shifts to reflect new strikes and new credit/debit. • Closes current iron condor (may be at profit or loss) • Opens new iron condor in next expiration • Total credit = Original credit ± Roll credit/debit • New breakevens based on cumulative credits

Singapore Market Details

Primary Instruments STI Options, DBS, OCBC, UOB - monthly expirations only
Mas Compliance MAS regulated; standard options margin requirements
Contract Size 1,000 shares for equities; S$5 per point for STI
Trading Hours 9:00 AM - 5:00 PM SGT
Rolling Reality Singapore only has MONTHLY expirations - rolls are always ~30 days
Expiration Schedule 2nd last business day of each month
Settlement T+1 for derivatives; T+2 for equities if assigned
Tax Treatment No capital gains tax for individuals in Singapore
Practical Note No weekly options means cannot roll to weekly - only monthly to monthly

Frequently Asked Questions

Why can't I roll to next week in Singapore?

Singapore only has monthly options expirations, not weekly. All rolls are approximately 30 days to the next monthly expiration. This is a key difference from US markets which have weekly options.

Should I always roll at 21 DTE?

Not always. The 21 DTE rule is a guideline to EVALUATE your position, not a mandate to roll. If at 50%+ profit, close instead of rolling. If position is healthy, you might hold past 21 DTE. Use judgment.

What if the roll credit is very small?

If the roll credit is less than S$0.05-0.10, it may not be worth extending risk for 30 more days. Consider closing the position instead. The credit should justify the extended exposure.

Can I roll a losing iron condor?

You can, but be careful. If the loss is small and you can roll for credit while improving the position, it may make sense. If the loss is large (>1× original credit), closing is usually better than rolling.

How do I execute a roll?

Some brokers allow a single 'roll' order. Otherwise, execute as two trades: (1) Close current IC with a 'buy to close' order, (2) Open new IC with a 'sell to open' order. Try to execute close together.

Should I roll one side or both sides?

It depends. Roll both for a clean position with same expiration on all legs. Roll one side (partial roll) if one side is fine and the other needs adjustment. Partial rolls create more complex positions to manage.

When should I roll away vs roll out?

Roll out (same strikes) when the position is healthy and you just want to extend. Roll away (change strikes) when the position is tested and you need more room. Sometimes do both: roll out AND away.

How do I calculate my profit target after rolling?

Track cumulative credit (original + all roll credits). Set profit target based on cumulative credit - typically 50%. Example: S$0.40 original + S$0.22 roll = S$0.62 cumulative. Target: close when worth S$0.31.

What if the stock has moved a lot since my original entry?

Re-evaluate whether the original thesis still applies. If the market has changed fundamentally, closing and starting fresh may be better than rolling. Don't roll just to avoid realizing a loss.

Is there a maximum number of times I should roll?

Yes - limit to 2-3 rolls per original trade. Each roll extends risk for 30 days. After 2-3 rolls (60-90 days of extensions), close regardless of status. Market conditions have likely changed by then.

How does term structure affect my roll decision?

In contango (back month IV higher), rolls may yield less credit. In backwardation (front month IV higher), closing costs more but you might get good back month credit. Analyze term structure to optimize timing.

Should I adjust wing width when rolling?

It's an option. Widening wings during roll collects more credit but increases max loss. Narrowing wings reduces max loss but gives less credit. Change width if your risk tolerance has changed.

How do I backtest rolling strategies?

You need option prices across multiple expirations simultaneously. Simulate roll decisions at each period, calculate roll credits, track cumulative P&L. Compare rolling vs non-rolling performance.

When should I convert an iron condor to a different structure during a roll?

Consider conversion when: (1) Stock is pinned near strike - convert to butterfly, (2) One side is lost - convert to single credit spread, (3) Want different exposure - convert to calendar. Conversions add complexity.

How do I manage portfolio-level rolling?

Stagger roll schedules across positions to avoid all rolls happening at once. Track aggregate rolled exposure - don't have too much extended risk. Coordinate correlated positions (don't roll all bank ICs simultaneously).

Related Strategies

Standard Iron Condor
Calendar Spread Diagonal Spread

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