Day 99 – A Steady Win and One Overnight Hold

As the journey nears its 100-day milestone, today reminded me why every trade — big or small — matters in the long-term curve.
Markets were relatively calm, and both my systems — the 2/7 DTE Double Calendar and the 9/23 DTE Double Calendar — lined up for entries.

The day ended with one quick winner and one small unrealized loss, both reinforcing the same lesson: consistency over excitement.


💼 Trade 1 – Quick Intraday Gain

DetailValue
Date OpenedMon, Oct 20, 2025 – 3:05 PM
Date ClosedMon, Oct 20, 2025 – 4:10 PM
Underlying (SPX)6740
Lot Size8
Initial Debit (Entry)35.40
Exit Credit (Close)36.10
Profit/Loss+$515
Return %+1.8%
Holding Period~1 hour
Strategy2/7 DTE Double Calendar
Front ExpirationOct 22, 2025
Back ExpirationOct 27, 2025

Option Legs

ExpiryStrikeTypeActionQtyPrice
Oct 226680PSTO88.79 cr
Oct 226785CSTO85.50 cr
Oct 276680PBTO825.04 db
Oct 276785CBTO824.65 db

This was a clean and disciplined trade — no hesitation, no overthinking.
SPX stayed in range, and theta + short volatility compression worked exactly as expected.


💼 Trade 2 – Overnight 9/23 Double Calendar (Open)

DetailValue
Date OpenedMon, Oct 20, 2025 – 10:05 AM
Underlying (SPX)6715
Lot Size2
Initial Debit (Entry)71.05
Current Value (EOD)70.75
Unrealized P/L–$60 (–0.4%)
Strategy9/23 DTE Double Calendar
Front ExpirationOct 29, 2025
Back ExpirationNov 12, 2025
StatusOpen – Carrying Overnight

Option Legs

ExpiryStrikeTypeActionQtyPrice
Oct 296620PSTO232.95 cr
Oct 296800CSTO223.37 cr
Nov 126620PBTO265.91 db
Nov 126800CBTO261.46 db

This longer-dated double calendar is a theta-focused setup intended to benefit from overnight time decay and mild volatility contraction.
While slightly red, it’s within expected range. The deltas are balanced, and the position will likely benefit if tomorrow’s session stays range-bound.


🧠 Reflections

It’s fitting that Day 99 mirrored the entire 100-day journey — one trade that went perfectly according to plan, and another that tested patience and discipline.
That’s trading in a nutshell: half technical, half psychological.

“Your trading edge doesn’t come from your chart setup — it comes from your mindset after placing the trade.”


🎯 The Countdown to 100

Just one more day before hitting the 100-Day Milestone of the challenge.
Tomorrow, I’ll reflect on this first chapter — the data, the discipline, and the evolution from trader to strategist.

For now, I’m grateful for how far this journey has come — not because of profits, but because of the mental transformation behind every decision.

⚠️ Disclaimer


The information presented in this blog post is for educational and informational purposes only and is not intended as financial or investment advice. I am not a licensed financial advisor. All trading strategies discussed reflect my personal experience and are not recommendations to buy or sell any security or derivative.

Trading financial instruments such as options, futures, or stocks involves significant risk and may not be suitable for all investors. You should conduct your own research, consider your financial situation, and consult with a licensed financial advisor before making any investment decisions.

Past performance is not indicative of future results. Use of this information is at your own risk.

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