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Days to Expiry
Options Portfolio Clarity

The complete toolkit for options clarity

Review expiring positions across strategies — wheel, spreads, condors, and beyond. Decide when to hold, close, roll, or let assignment happen. Then scan for the next opportunity with backtested context.

Review

Your Portfolio, Analyzed by Expiration Cycle

Import your Interactive Brokers data via CSV or auto-sync. Review open positions by DTE, assignment risk, and premium capture so you know what needs attention before expiration week.

Sankey diagram showing premium income flow across positions and time periods

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IBKR import + auto-sync

Upload your statement CSV or connect via the desktop app for automatic syncing. We normalize commissions, splits, and corporate actions.

Income dashboard

Total premiums collected, weekly/monthly ROI, per-trade averages, and income broken down by underlying, expiration, or strategy.

Coverage intelligence

See which holdings are fully covered, partially hedged, or naked. Understand your exposure at a glance.

Sector breakdown

Group positions by sector to spot concentration risk and diversification opportunities across your wheel trades.

Track

True Cost Basis and Take-Profit Clarity

IBKR obscures your real cost basis, especially after rolls and adjustments. See exactly what you paid, what you have collected, and what your true break-even is — per position, per leg, across any strategy.

Take-profit and cost-basis tracker showing per-position true P&L and break-even levels

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Take-profit tracking

Set and monitor take-profit levels per position. See how close each trade is to your target and what premium remains to capture.

Roll-adjusted cost basis

Every roll, adjustment, and assignment is factored into your true cost basis. No more guessing after complex multi-leg trades.

Per-leg P&L

Break down multi-leg spreads and condors by individual leg. Understand which legs are profitable and which are dragging.

True break-even calculator

Account for collected premium, rolled credits, and assignment costs to see your actual break-even on every position.

Allocate

Long-Term Option Analytics

LEAPS are not just long calls — they are strategic allocations. Track performance, compare opportunities across tickers, and see how long-dated positions fit your portfolio over time.

LEAPS analytics dashboard comparing long-dated call opportunities with performance metrics

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Expiration timeline view

See all your LEAPS positions on a unified timeline. Track theta decay, remaining premium, and optimal exit windows at a glance.

Cross-ticker comparison

Compare LEAPS opportunities across multiple underlying symbols side-by-side with unified metrics for strike, premium, and projected ROI.

Performance attribution

Attribute P&L to time decay, delta movement, and volatility changes. Understand what is actually driving your long-option returns.

Barbell allocation tools

Model how much of your income to allocate to LEAPS versus wheel strategies. Test allocation percentages and see projected outcomes.

Explore

Scan the Next Action, Not Just the Next Trade

Filter opportunities by DTE, assignment probability, and premium. Compare setups side-by-side with live pricing and backtested context before committing capital.

Strategy comparison scanner showing filtered results with live pricing

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Triple-strategy scanner

Toggle between covered calls, cash-secured puts, and long calls without losing context. Each strategy gets intelligently configured filters.

Live pricing

Real-time price pulls power every calculation — ROI, OTM%, assignment probability, and premium are always current.

Smart filters

Set assignment probability, ROI targets, and DTE ranges to pre-filter opportunities before results hit the screen.

Roll decision analyzer

When a position needs attention, compare roll options with projected outcomes to make the best move.

Validate

Validate Every Setup Before You Commit Capital

Backtest every opportunity against historical data. See assignment rates by strike and DTE, win/loss distribution, and average hold times so you enter with evidence, not hope.

Wheel strategy backtest showing assignment distribution and historical performance

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Assignment distribution

Historical assignment rate by strike and DTE across multiple months. Know what actually happened with similar trades.

Win/loss analysis

Win rate, loss distribution, and average hold time so you understand the full risk profile of every candidate.

Real-time recalculation

Assignment chance and ROI update in real-time as prices move, so your analysis stays current throughout the trading day.

Analyze

Ask Your Portfolio Anything

Connect Claude, Cursor, or Windsurf to your live portfolio data. No exports. No screenshots. Just conversation with real positions, scans, and roll analysis.

Chat interface showing a user asking AI about portfolio roll decisions

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Natural language queries

Ask "What expires this week?" or "Find roll opportunities" and get answers backed by your live IBKR data.

Works with your AI

Claude Desktop, Cursor, Windsurf — use the AI you already pay for. We just expose the data.

Secure API access

Each user gets scoped API keys. Your data never trains an AI model. You control access.

Live portfolio tools

AI can pull portfolio views, run scans, analyze positions, and even trigger IBKR flex imports.

More from the platform

Sector breakdowns, LEAPS comparison and analytics, roll decision analysis, cost basis tracking, and income calendar views

Allocation view showing sector breakdown for wheel trades
Sector breakdown

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LEAPS comparison across tickers
LEAPS comparison

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Roll decision analyzer for expiring positions
Roll analyzer

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Take-profit and cost-basis tracker showing true P&L per position
Cost basis & take-profit tracking

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LEAPS analytics dashboard with cross-ticker performance metrics
LEAPS analytics

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Frequently Asked Questions

Everything you need to know about Days to Expiry and how it helps options traders

What makes Days to Expiry different from other options trading platforms?

Days to Expiry is purpose-built for income-focused options traders. Unlike generic tools, we combine real-time market data with historical backtesting, offer native Interactive Brokers integration for automatic trade syncing, and provide specialized analytics like sector breakdowns, coverage intelligence, and roll decision analysis.

What strategies does Days to Expiry support?

Days to Expiry supports covered calls, cash-secured puts, iron condors, put credit spreads, call credit spreads, and LEAPS analysis. Our triple-strategy scanner lets you toggle between these approaches without losing context.

Is Days to Expiry free to use?

Yes, Days to Expiry offers a free tier with essential tools including the covered call screener, basic portfolio tracking, and strategy analyzer. Premium plans unlock advanced features like IBKR auto-sync, unlimited backtests, and priority support.

How does the Interactive Brokers integration work?

Connect your IBKR account via our desktop application for automatic trade synchronization, or upload your statement CSV for instant parsing. The system normalizes every transaction for commissions, stock splits, and corporate actions.

What is options backtesting and how does it help?

Backtesting shows how a trade would have performed historically. Our platform analyzes assignment rates by strike and DTE, win/loss distributions, and average hold times using historical market data.

Can I use Days to Expiry with brokers other than Interactive Brokers?

Yes, while we offer native IBKR integration, you can manually import trades from any broker using our CSV template. The analyzer, calculator, and screener tools work independently of your broker.

Can I use AI to analyze my portfolio?

Yes. Pro users can connect Claude, Cursor, or Windsurf to their live portfolio via a secure API. Ask questions like "Which positions expire this week?" or "Find me a covered call on AAPL" and get answers backed by real-time data.

Built for the Expiration Workflow

Unlike generic options tools, Days to Expiry is purpose-built for systematic sellers who manage expiration cycles. We combine real-time market data with historical performance analytics so you can review positions by DTE, assess assignment risk, and decide what to do next — all in one dashboard instead of scattered spreadsheets.

Interactive Brokers Integration That Saves Hours

Connect directly via our Chrome extension for automatic trade synchronization, or upload your statement CSV for instant parsing. Our system normalizes every transaction—handling commissions, stock splits, and corporate actions automatically—so your income dashboardreflects accurate totals without manual reconciliation. Track premiums collected, weekly and monthly ROI, and analyze performance by underlying symbol, expiration date, or strategy type.

Triple-Strategy Scanner With Live Market Data

Our opportunity scanner simultaneously evaluates covered calls for income generation, cash-secured puts for strategic entry points, and LEAPS for leveraged exposure. Configure intelligent filters for assignment probability, target ROI, and days-to-expiration ranges to eliminate noise and focus on trades matching your criteria. Live pricing from market data feeds ensures your calculations reflect current conditions—not cached or delayed quotes.

Data-Driven Validation Through Historical Backtesting

Every scanned opportunity includes comprehensive historical backtesting showing how identical strike and DTE combinations performed over multiple market cycles. View assignment rates, win/loss distributions, and average hold times to understand the complete risk profile before committing capital. This evidence-based approach replaces guesswork with quantified probability analysis.

Advanced Position Management Tools

When market conditions shift, our roll decision analyzer compares multiple roll scenarios with projected P&L outcomes. The sector breakdown visualization helps identify concentration risks across your wheel strategy positions. Coverage intelligence clearly indicates which holdings are fully covered by options, partially hedged, or carrying naked exposure—providing a complete risk picture at a glance.

Start Free, Upgrade When Ready

Begin with our free covered call screener and basic portfolio tracking. When you need advanced capabilities like IBKR auto-sync, unlimited backtests, and priority support, upgrade to a premium plan. Compare us to Born To Sell or our OptionStrat alternative to see why traders are switching to modern, purpose-built options analytics. Ready to explore? View a live demo portfolioor dive into the strategy analyzer.