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Pillar Deep-Dive #5: TIMING — "Is Now a Good Time?"

Pillar Deep-Dive #5: TIMING — "Is Now a Good Time?"

Today we're diving into the TIMING pillar — the fifth and final pillar that powers Options Pilot. You found a cheap option with bullish flow... but you entered two days before FOMC. Here's how to never make that mistake again.

Subject Line: LNT has FOMC in 2 days. Here's what that means for your trade.

The Invisible Force That Kills Options Trades

You did everything right.

You found a stock with cheap IV. The sentiment was bullish. Liquidity was good.

You bought calls. Two days later, your position is down 20%.

What happened?

You ignored timing. There was an FOMC meeting two days away, and the IV crush after the event wiped out your gains.

This is the timing trap. The market doesn't care about your analysis if you enter at the wrong moment.


Why Timing Is Different From the Other Four Pillars

VALUE tells you if options are cheap. SENTIMENT tells you what traders are betting. ACTIVITY tells you if something unusual is happening. LIQUIDITY tells you if you can execute efficiently.

TIMING tells you whether to act NOW or WAIT.

It's the final gatekeeper. All other pillars can be green, but if timing is wrong, the trade fails.


The 4 Components of Options Timing

1. Event Proximity

Earnings, FOMC, CPI, and other macro events create IV spikes that crush option buyers after the event.

Days to EventRisk LevelImpact
>14 daysLowSafe to enter
7-14 daysModerateConsider the strategy
3-7 daysHighSize down or wait
<3 daysVery HighAvoid buying premium

2. Theta Decay (Time Erosion)

Options lose value every day. The closer to expiration, the faster the decay.

DTEDaily ThetaBuyer ImpactSeller Opportunity
7 DTE~2.8%/dayHigh bleedHigh premium
14 DTE~1.8%/dayMedium bleedMedium premium
30 DTE~1.2%/dayLow bleedLow premium
45 DTE~0.9%/dayMinimal bleedSweet spot

3. Term Structure

The shape of IV across expirations tells you where the market expects volatility.

  • Contango: Far-dated options more expensive. Normal market. No event priced.
  • Backwardation: Near-dated options more expensive. Event is priced in.
  • Flat: Minimal slope. No clear signal.

4. Gamma/Pin Risk

Near expiration, options become sensitive to price moves. Large open interest at specific strikes creates "pinning" forces that pull the stock toward max pain.


Real Example: LNT Today

Let's look at Alliant Energy (LNT) using Options Pilot:

TIMING Score: 71/100 — Good. Favorable conditions for entry.

Here's what the 9 Risk Checks tell us:

CheckThresholdLNTStatus
Term Structure Clarity|slope| ≥5%+8.9%✅ Backwardation
IV Percentile Clarity<30 or >706%✅ Buyer opportunity
Event Detection≥10pts kink1.0pts❌ No clear event
Theta/Vega Clarity<0.5 or >2.0257.16✅ Favors income trades
Expiration Distribution≥3 expirations4 liquid✅ Flexible
Event Risk≥60% (safe)HIGH RISK❌ FOMC in 2d
Spread Momentum<1.2 ratio1.00x✅ Stable
Flow Momentum≥25% + ≥50% consistency+90% @ 95%✅ STRONG directional (bullish)
Smart Money Timing≥40 composite91✅ HIGH institutional

7 of 9 checks passed.

Translation: LNT has excellent flow momentum and institutional activity. IV is very cheap (6th percentile = buyer opportunity). However, FOMC is in 2 days — that's event risk to consider.

Classification: Good — favorable conditions (24 days to earnings)


The Events & Greeks: Where It Gets Interesting

Upcoming Events

EventDays AwayIV ImpactRisk Level
FOMC2 days+5% IVHigh Risk
CPI16 days+1% IVLow Risk
Earnings24 days-10% IVLow Risk

The insight: FOMC in 2 days is the primary timing concern. After FOMC, IV typically drops 5-10%. If you're buying premium, this is a headwind.

Theta Decay by DTE

DTEDaily ThetaAcceleration
7 DTE2.80%/dayHigh
14 DTE1.80%/dayMedium
30 DTE1.20%/dayLow
45 DTE0.90%/dayLow

The math: At 7 DTE, you're losing 2.8% of your option's value every day just from time decay. At 30+ DTE, that drops to ~1% — much more survivable.

Gamma Risk & OI Walls

DTEPut WallCall WallDistanceGamma Risk
21 DTE$65 (0k)$67.5 (462 OI)1.0% awayHigh

Max Pain: $65 — 2.7% below current price.

Pin Probability: MODERATE — Max pain $65 is close to current price. Near expiration, the stock may gravitate toward this level.


The Optimal Entry: When to Pull the Trigger

Best Entry Window: After event settles

Event risk within 3 days — FOMC is imminent.

Strategy-Specific Timing

StrategyBest DTEBest DeltaCurrent ScoreRecommendation
Buy Calls30-45 DTE0.40-0.5082/100Good
Sell Puts21-35 DTE-0.25 to -0.3537/100Consider
Iron Condor30-45 DTE±0.15--Wait

Theta Decay Visualization

The chart shows theta acceleration by DTE:

  • 7 DTE: Steep decay (2.80%/day) — avoid buying here
  • 14 DTE: Moderate decay (1.80%/day) — workable
  • 30+ DTE: Gentle decay (0.90-1.20%/day) — optimal for buyers

Expected IV Crush: -25%

After earnings or major events, expect IV to drop approximately 25%. If you buy calls now, factor this into your target.


The Strategy Suggestions

Long Calls: 78/100

  • ATM to slightly OTM | Delta 0.50-0.60 | 30-45 DTE
  • ✅ Value: IV is moderate
  • ✅ Flow: More buyers than sellers
  • ✗ Liquidity: Wider spreads, trade carefully
  • ✅ Timing: No major events soon

Why this works: Bullish (Sentiment=96) + cheap IV (very_cheap) favor owning calls.

Bull Call Spread: 72.1/100

  • ATM/OTM | Delta 0.40-0.50 (long leg) | 30-45 DTE
  • Defined risk alternative to naked long calls.

The Simple Framework

Here's how to use TIMING in your trading:

TIMING ScoreWhat It MeansWhat To Do
80-100OptimalEnter now, ideal conditions
60-79GoodEnter with awareness of event risk
40-59AcceptableConsider waiting or adjust strategy
20-39RiskyWait for better timing
0-19PoorDo not enter

LNT at 71? Good timing. The flow is excellent, IV is cheap, but FOMC in 2 days means you should either:

  1. Wait until after FOMC to enter
  2. Go further out in time (45+ DTE) to reduce IV crush impact
  3. Use a defined-risk strategy like a bull call spread

The Buyer vs. Seller Framework

TIMING isn't one-size-fits-all. What's bad for buyers is often good for sellers:

ConditionBuyer ImpactSeller Impact
Event in 2 days❌ IV crush risk✅ High premium
High theta decay❌ Time bleed✅ Time decay profit
Backwardation❌ Near-term expensive✅ Rich front month
Low IV percentile✅ Cheap entry❌ Low premium

LNT's Dual Score:

  • Buyer Timing: Favorable (cheap IV, strong flow, but FOMC risk)
  • Seller Timing: Moderate (can sell post-event when IV is still elevated)

The interpretation: "Buyers: moderate decay | Sellers: decent premium"


Why Waiting Is Sometimes the Best Trade

Here's what happens when you ignore timing:

Scenario: You're right on direction, wrong on timing

  1. You buy LNT calls Monday (2 days before FOMC)
  2. IV is 6th percentile — great value
  3. FOMC happens Wednesday, no surprise
  4. IV drops 5-10% across the board
  5. Stock is flat, your calls are down 15%
  6. Result: Loss despite being right about direction

The fix: Wait until Thursday (after FOMC). Enter at lower IV, but without the crush risk.


The Timing Checklist

Before every options trade, ask:

  1. What events are within 7 days? (Earnings, FOMC, CPI)
  2. What's my DTE? (<14 DTE = accelerated decay)
  3. What's the term structure? (Backwardation = event priced)
  4. Am I buying or selling? (Events hurt buyers, help sellers)
  5. Where's max pain? (Pin risk near expiration)

If timing shows red flags:

  • Wait for the event to pass
  • Go further out in time (30-45 DTE)
  • Use defined-risk strategies
  • Consider selling premium instead of buying

Get the Full Picture

TIMING is one of five pillars we analyze:

We score 4,000+ stocks across all five pillars. Every trading day.


Stop Getting Crushed by Events

Every poorly-timed entry is money left on the table — or worse, money lost.

If you want:

  • Event calendars showing earnings, FOMC, CPI proximity
  • Theta decay curves by DTE
  • Clear "wait" signals when timing is poor
  • Buyer vs. seller timing scores

Join the Options Pilot waitlist:

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