Wheel Strategy Journal · Desktop · Web · Mobile

The journal that tells you
what to do next — not just what happened.

Every other tracker records your trades. MyOptionDiary reads your positions and tells you which ones need attention today, what rolling each one will net you, and exactly where you stand across your entire account — before you open your brokerage.

No credit card
22 demo trades pre-loaded
Windows · Mac · iPhone · Android
Your data never leaves your machine
NVDA Full Wheel Cycle+$30,260 total return
TSLA CC 260C⚠ 6 DTE · Roll today
AAPL CC lot #157% max profit · close signal
Win Rate74.1% · 5-win streak
SPY IC 528P/574CRoll 45 DTE → +$1.20 net credit
QQQ Net Cost Basis$452 ↓ from $465
Close-Out P&L today+$44,190
CSP TSLA 255PAssigned → lot at $238.50 ✓
NVDA Full Wheel Cycle+$30,260 total return
TSLA CC 260C⚠ 6 DTE · Roll today
AAPL CC lot #157% max profit · close signal
Win Rate74.1% · 5-win streak
SPY IC 528P/574CRoll 45 DTE → +$1.20 net credit
QQQ Net Cost Basis$452 ↓ from $465
Close-Out P&L today+$44,190
CSP TSLA 255PAssigned → lot at $238.50 ✓
14
Day free trial
No credit card
14
Strategies tracked
CC · CSP · IC · spreads · more
22
Demo trades
Black-Scholes verified · real Fridays
0
Data sent to servers
100% local · works offline
$49
WingmanTracker/mo
We start at $19.99/mo
The three things that cost wheel traders money

Your spreadsheet records history.
This prevents mistakes.

1
Missing the roll window

7 DTE, delta creeping past 0.40, and you're checking manually. By the time you notice, rolling costs money instead of making it. One missed roll erases two months of premium.

→ Fixed: red alert fires at 7 DTE. Three roll scenarios show the net credit before you click.
2
Not knowing where you actually stand

Closed trades look great. But two open positions are underwater and you haven't updated prices this week. Your real account could be thousands different from what your journal shows.

→ Fixed: enter Stock $ + IV and Black-Scholes calculates your Close-Out P&L instantly.
3
Losing track of your real cost basis

You've collected $12 in CC premium against AAPL since assignment. What's your effective cost now? If you can't answer that in three seconds, you risk selling a call below your basis.

→ Fixed: every lot shows net cost per share falling with each premium collected.
Alerts & Actionable Insights

Not just an alert.
The answer too.

Every other tracker shows a red flag and stops. MyOptionDiary shows the flag and three pre-calculated roll scenarios — net credit, new premium, full P&L impact — right there, before you touch your brokerage.

⚡ Alerts & Actionable Insights Monitor
TSLA · Covered Call
6 DTE — expires in 6 days. Act today.
+$850
💡 Suggest Rolls
Roll 30 DTE
+$0.40
net credit
★ Roll 45 DTE
+$1.20
recommended
Roll +$5 Strike
+$0.85
better strike
QQQ · Covered Call
14 DTE — entering gamma zone. Monitor daily.
+$390
💡 Suggest Rolls
AAPL · Cash-Secured Put
57% max profit — close-early signal.
+$627
💡 Suggest Rolls

Three alert levels. All sourced from industry standards.

Red — Act Today
DTE ≤ 7 or delta above 0.50. Source: OptionsPlaybook gamma danger zone + IBKR assignment risk.
Amber — Review This Week
DTE ≤ 21 or delta 0.35–0.50. Source: Tastytrade 21-DTE close rule.
Green — Take-Profit Signal
≥ 50% max premium captured. Source: Tastytrade 50% profit target.
Golden rule — enforced visually
Any roll that costs money is shown in red with a net-debit warning. You never roll for a debit by accident.
Black-Scholes roll engine

Enter stock price + IV.
Get the math instantly.

No broker needed. Type current stock price and IV — Black-Scholes prices the option and generates three roll strategies with full P&L. Connect Schwab, Tradier, or Polygon.io and it fills automatically.

📊
You enter
Stock $ + IV %
in Trade Log
⚙️
App calculates
Theoretical Opt $
via Black-Scholes
💡
You get
3 Roll Strategies
with full P&L
Roll 30 DTE · Same Strike

Buy back current, sell new 30 days out. Fast credit reset, less time extension.

Net credit example+$0.40
★ Recommended
Roll 45 DTE · Same Strike

The Tastytrade-standard roll. Resets theta clock fully. Strongest credit, same strike.

Net credit example+$1.20
Roll 45 DTE · Improved Strike

Roll out in time and move the strike in your favour. More room, less assignment risk.

Net credit example+$0.85
⚠️
Net debit = red warning, automatically
If a roll costs money, it is flagged before you confirm. The golden rule is enforced, not just mentioned.
📡
Live connection fills it automatically
Connect Schwab, Tradier, or Polygon.io — Stock $ and IV fill in real time. Roll scenarios update live.
Analytics

Three P&L numbers.
One honest picture.

Most journals show one number. It's never the right one. MyOptionDiary shows three — each answering a different question a wheel trader actually needs answered.

Analytics · Demo Data
Realised P&L
+$41,820
Total P&L Today
+$47,350
Close-Out P&L
+$44,190
Win Rate74.1%
Profit Factor3.42
Avg Win+$1,847
Avg Loss−$539
Current Streak5 wins 🔥
Monthly Income · last 8 months
AugSepOctNovDecJanFebMar
🔒
Realised P&L
Sum of every closed trade. Money in your account. Never changes once a trade closes.
📅
Total P&L Today
Realised P&L plus all open premium still in-flight. Best case if every option expires worthless. Uses entry premium only — no live prices needed.
📡
Close-Out P&L
What you'd walk away with if you closed everything right now. Enter Stock $ + IV — Black-Scholes prices each open position and adds it up. Auto-fills with a live connection.
📈
Win Rate + Streak Badge
Current win/loss streak shown as a position-sizing signal. Consecutive wins → size up. Consecutive losses → reduce size and review entries.
💰
Profit Factor
Total winning dollars ÷ total losing dollars. Above 2.0 is strong. Below 1.0 means losses are outpacing wins in dollar terms regardless of win rate.
22 pre-loaded trades

Learn on real trades.
Before yours are at risk.

Every premium Black-Scholes verified. Every expiry on a real market Friday. Every trade has a 💡 Explain button — what was sold, what was at risk, what happened, why the P&L is exactly what it is.

CC
NVDA
$860 strike · 30 DTE · IV 50% · expired worthless
+$3,400
💡 Explain
CSP
TSLA
$255 strike · assigned · lot created at $238.50
+$950
💡 Explain
IC
SPY
Short $540P/$585C · 3 contracts · 89% max profit
+$870
💡 Explain
+19 more
AAPL · QQQ · AMZN · SPY
Full IC chain · roll chain · spreads · all strategies
all live

The only journal with a built-in training environment

Demo mode loads a complete wheel portfolio with dynamically calculated dates — DTE values always look current because they are.

The NVDA demo shows every feature in context: CSP → assignment → three covered calls → called away. +$30,260 total return. Every dollar explained.

Demo → Live · zero friction
Click "Switch to Live Mode" when ready. Demo and real data never interact. Return to demo any time.
The wheel lifecycle

Four stages tracked
as one position.

Most journals record trades. This tracks the compounding cycle — effective cost basis falling with every premium collected.

1
Sell CSP

OTM put, 30–45 DTE. App tracks DTE, fires alerts at 21 and 7 days, shows roll math immediately.

2
Assigned

One click "Assigned →". Closes the CSP, calculates effective cost (strike − premium), creates the lot. Ready for covered calls.

3
Sell CC

Net cost per share drops with every premium collected. App warns before you sell a CC below your effective cost basis.

4
Called Away

One click "Called Away →". Closes everything, calculates full cycle return — premium income plus share gain — from day one to exit.

+$30,260
NVDA · full wheel cycle · 5 months

Acquired via CSP at $800. Three covered calls ($34, $36.50, $49.50) dropped effective cost to $641/share. Called away at $960: $16,000 share gain + $14,260 options income. Pre-loaded in demo — click Explain on any leg.

Your data. Your choice of device.

Private by default.
Everywhere by choice.

100%
of your data stays on your machine

Trades live at C:\Users\You\AppData\Local\MyOptionDiary\ — a SQLite file on your PC. No server. No cloud sync. Works 100% offline. WingmanTracker, TrackTheta, TradesViz, TraderSync — all cloud-only.

📱Also available on web & mobile
🖥️
Desktop
Windows · offline
🌐
Web App
Any browser · Mac
📱
iPhone / iPad
Add to home screen
🤖
Android
Add to home screen
Pro subscribers get web + mobile · Desktop keeps full local privacy
🔒
Zero cloud dependency

Works fully offline after activation. No internet, no problem.

💾
You own your data forever

Cancel and your history stays. The database is on your PC. Unlike every cloud alternative.

🚫
No server to breach

Cloud journals are breach targets. No server means nothing to expose.

🎯
No ads. No kickbacks. Ever.

Flat monthly rate. No affiliate links, no broker referrals, no sponsored strategies.

Tax time

Your journal is also
your tax paper trail.

MyOptionDiary is not tax software and produces no tax report — consult your CPA. What it does is keep every number your advisor needs, exactly where the IRS expects it to be.

🧾
Your broker splits assignment into two 1099-B lines

When a CSP is assigned, the option and the stock purchase appear as disconnected transactions. Effective cost basis — strike minus premium — is rarely calculated correctly. The app pins the correct number to the lot automatically.

⏱️
A covered call can flip your gain from long-term to short-term

Selling a CC on shares held 11 months can suspend the holding period — turning a 15% tax rate into 37%. Your broker doesn't flag this. The app shows each lot's entry date alongside every CC written against it.

🔁
Re-entering the wheel after a loss can trigger wash sale

Sell shares at a loss, then sell a new CSP on the same ticker within 30 days — the IRS may disallow the loss. Wheel traders hit this constantly. Your complete dated history gives your advisor the visibility to catch it before filing.

⚠️Not tax advice. MyOptionDiary keeps accurate records — what you do with them is between you and your CPA.
Competitor comparison

WingmanTracker: $588/year.
For less. And less.

We researched every major options journal in March 2026. Including the two areas where competitors currently lead — we are transparent about both.

Feature MyOptionDiaryfrom $19.99/mo WingmanTracker$49/mo TrackTheta$20/mo TradesViz$20/mo TraderSync$30–80/mo
Roll scenarios with Black-Scholes P&LNet credit + full P&L for every roll option
Wheel lifecycle as one unified positionEffective cost basis falls with every premium
Demo mode · 22 trades · Explain buttonTrain before risking capital
P&L curve with Black-Scholes today line
Data 100% local · never cloud-synced
% Max Profit live close-early signal
Assignment auto-creates lot at effective cost
Live broker data (Schwab · Tradier · Polygon)
Works 100% offline
Native mobile appComing soon · on roadmap
AI trade analysisCompetitors lead here · on roadmap
WingmanTracker at $49/month = $588/year = $2,940 over 5 years. MyOptionDiary starts at $19.99/month ($159.99/year). $428 saved annually for a product with Black-Scholes roll math, offline operation, local data privacy, and a structured training environment that WingmanTracker simply does not have.
March 2026 · public pricing
◑ = partial support
Simple pricing

14 days free.
No credit card.

Every feature unlocked from day one. Cancel any time. Your trade history stays on your machine — it does not disappear when your subscription ends.

Monthly
$19.99
per month · cancel anytime
vs $49/mo WingmanTracker

Full access. No commitment. Try properly, then decide.

  • All 14 strategy types
  • Alerts + 3 roll scenarios
  • Black-Scholes option pricing
  • Live broker (Schwab · Tradier · Polygon)
  • 22 demo trades + Explain
Start Free Trial
Best Value
Quarterly
$50.99
every 3 months · save 15%
WingmanTracker costs this every single month

Three months to see your strategy improve. One payment.

  • Everything in Monthly
  • P&L curve with BS today line
  • Iron Condor chain wizard
  • CSV export · full data portability
  • Web + mobile access (Pro)
Start Free Trial →
Annual
$159.99
per year · save 33%
vs $588/yr WingmanTracker

Best rate. $428 saved vs WingmanTracker. All features, all future updates.

  • Everything included
  • Priority support
  • All future feature updates
  • Works offline forever
  • Your data · yours · always
Start Free Trial
14-day free trial · No credit card · Cancel any time · Windows 10+ · Web · Mobile

Stop leaving premium
on the table because
you missed the roll.

14 days free. No credit card. Every alert, every roll scenario, every P&L number — live from the moment you log your first trade.

Windows 10+ · Web · iPhone · Android · From $19.99/month