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Sure provides comprehensive investment tracking across all your brokerage accounts, crypto exchanges, and retirement accounts. Monitor holdings, track gains/losses, and understand your portfolio performance.

Investment Accounts

Sure supports multiple types of investment accounts:

Brokerage

Taxable investment accounts at brokerages like Fidelity, Schwab, Vanguard

Retirement

401(k), IRA, Roth IRA, and other tax-advantaged accounts

Crypto Exchange

Cryptocurrency holdings at exchanges like Coinbase

Managed Accounts

Robo-advisors, wealth management, and fund platforms

Account Tax Treatment

Investment accounts have different tax treatments:
  • Taxable - Regular brokerage accounts where gains are taxed
  • Tax-Deferred - Traditional IRA, 401(k) - taxed on withdrawal
  • Tax-Exempt - Roth IRA, Roth 401(k) - tax-free gains
  • Tax-Advantaged - HSA, 529 - special tax benefits
Tax treatment affects how gains are reported in investment performance summaries.

Holdings

Holdings represent securities you own in investment accounts:

What’s Tracked

For each holding, Sure tracks:
  • Security - Stock, ETF, mutual fund, or cryptocurrency
  • Ticker Symbol - Identifier (AAPL, VTSAX, BTC-USD, etc.)
  • Quantity - Number of shares/units owned
  • Current Price - Latest market price
  • Market Value - Quantity × Current Price
  • Cost Basis - What you paid for the shares
  • Unrealized Gain/Loss - Market Value - Cost Basis

Current Holdings

View all holdings on the account detail page:
  1. Click an investment account
  2. See the Holdings section
  3. Each holding shows:
    • Security name and ticker
    • Quantity and current price
    • Total market value
    • Day change (compared to previous day)
    • Total gain/loss with percentage
    • Portfolio weight

Holdings History

Sure tracks holdings over time:
  • Daily snapshots of quantity and market value
  • Historical cost basis (if available from provider)
  • Trends showing how holdings have grown or shrunk

Cost Basis Tracking

Cost basis determines your capital gains when you sell:

Cost Basis Sources

Sure determines cost basis from multiple sources (in priority order):
  1. Manual - You set it explicitly (highest priority)
  2. Calculated - Computed from buy trades you’ve entered
  3. Provider - Reported by your brokerage

Cost Basis Management

Override automatic cost basis:
  1. Click a holding
  2. Click Edit Cost Basis
  3. Enter your cost per share
  4. Sure locks this value and won’t overwrite it
Useful when:
  • Provider reports incorrect cost basis
  • You transferred shares from another brokerage
  • You received shares as a gift or inheritance
Allow Sure to recalculate cost basis:
  1. Click a holding with manual cost basis
  2. Click Unlock Cost Basis
  3. Sure recalculates from trades or provider data
Use this if you entered trades that should update cost basis.
If you manually enter buy trades, Sure calculates average cost:
  • Tracks each buy transaction
  • Computes weighted average cost per share
  • Updates cost basis as you add trades
This gives accurate cost basis even if your provider doesn’t report it.
Cost Basis Accuracy: Cost basis affects tax reporting. If your provider reports cost basis, use that. Only set manual cost basis when you have documentation supporting the value.

Trades

Trades record buy/sell activity in investment accounts:

Viewing Trades

On an investment account:
  1. Switch to the Trades tab
  2. See all buy and sell transactions
  3. Each trade shows:
    • Security ticker
    • Buy or Sell
    • Quantity
    • Price per share
    • Total amount
    • Date
    • Realized gain/loss (for sells)

Creating Manual Trades

Add trades manually:
  1. Open an investment account
  2. Click New Trade
  3. Enter trade details:
    • Security - Search by ticker symbol or name
    • Type - Buy or Sell
    • Quantity - Number of shares
    • Price - Price per share
    • Date - Trade date
    • Activity Label - Buy, Sell, Dividend Reinvestment, etc.
  4. Save the trade
Sure automatically:
  • Updates holdings
  • Calculates cost basis (for buys)
  • Computes realized gains (for sells)
  • Updates account balance

Converting Transactions to Trades

If your brokerage imports trades as generic transactions:
  1. Find the transaction in the account
  2. Click Convert to Trade
  3. Enter security details:
    • Ticker symbol
    • Quantity or price (Sure calculates the other)
    • Buy or Sell
  4. Sure converts it to a proper trade
The original transaction is excluded and a new trade entry is created.

Trade Activity Labels

Trades can have activity labels for better categorization:
  • Buy - Purchase of securities
  • Sell - Sale of securities
  • Dividend Reinvestment - Dividends used to buy more shares
  • Transfer - Shares moved in/out of account
  • Contribution/Withdrawal - Cash moved (not a trade)
  • Exchange - Swap one fund for another
  • Other - Miscellaneous activities
Labels help organize trades in reports and tax summaries.

Investment Performance

Unrealized Gains

For holdings you still own: Unrealized Gain/Loss = Market Value - Cost Basis
  • Positive - Your investment has grown (gain)
  • Negative - Your investment has declined (loss)
  • Percentage - (Market Value - Cost Basis) / Cost Basis × 100%
Example:
  • Bought 10 shares of AAPL at 150=150 = 1,500 cost basis
  • Current price: $180
  • Market value: 10 × 180=180 = 1,800
  • Unrealized gain: 1,8001,800 - 1,500 = $300 (+20%)

Realized Gains

For securities you’ve sold: Realized Gain/Loss = Sale Proceeds - Cost Basis
  • Short-term - Held less than 1 year (taxed as ordinary income)
  • Long-term - Held more than 1 year (taxed at capital gains rate)
Sure calculates realized gains automatically when you record sell trades.

Portfolio Performance

In the Reports section, see investment metrics:
  • Total Portfolio Value - Sum of all investment account balances
  • Total Unrealized Gains - Across all holdings
  • Period Returns - Gains/losses in a specific timeframe
  • Gains by Tax Treatment - Taxable vs tax-advantaged gains
  • Top Holdings - Largest positions by market value

Security Management

Security Lookup

When entering trades, Sure searches:
  • Stock tickers - AAPL, MSFT, TSLA
  • ETF tickers - VOO, QQQ, SPY
  • Mutual funds - VTSAX, FXAIX
  • Crypto - BTC-USD, ETH-USD
Sure uses market data providers to:
  • Fetch current prices
  • Show security names
  • Identify exchange (NYSE, NASDAQ, etc.)

Custom Securities

For securities not in market databases:
  1. Enter a custom ticker when creating a trade
  2. Sure creates a “CUSTOM:XXX” security
  3. You’ll need to manually update prices
Useful for:
  • Private company stock
  • Manual portfolio tracking
  • Non-standard investments

Security Remapping

If a provider uses incorrect tickers:
  1. Click a holding
  2. Select Remap Security
  3. Choose the correct security from the list
  4. Sure moves all holdings and trades to the new security
This preserves your historical data while fixing the ticker.

Reset to Provider Security

Undo a remap:
  1. Click a remapped holding
  2. Select Reset to Provider Security
  3. Sure restores the original ticker from your brokerage

Portfolio Analysis

Asset Allocation

See your portfolio composition:
  • By Security - Individual holdings ranked by value
  • By Account - How much is in each investment account
  • By Asset Class - Stocks, bonds, cash, crypto (manual tagging)

Diversification

Review concentration risk:
  • Top Holdings - Largest positions as % of portfolio
  • Single Stock Risk - Alerts if one holding exceeds 20% of portfolio
  • Account Concentration - How much is in taxable vs retirement
View historical performance:
  • Time Series Charts - Portfolio value over time
  • Contribution vs Growth - How much you added vs market gains
  • Benchmark Comparison (planned) - Compare to S&P 500, total market, etc.

Investment Flows

Track money moving in/out of investments:

Contributions

Money you add to investment accounts:
  • Transfers from checking to brokerage
  • 401(k) contributions
  • IRA deposits
Contributions are treated as expenses in budgets (money leaving your spending pool).

Withdrawals

Money you take out:
  • Distributions from retirement accounts
  • Sale proceeds transferred to checking
  • Required minimum distributions (RMDs)
Withdrawals are treated as income in budgets.

Net Flows

In reports, see:
  • Period Contributions - Total added in timeframe
  • Period Withdrawals - Total removed
  • Net Flow - Contributions - Withdrawals

Frequently Asked Questions

Cost basis may be unavailable if:
  1. Your provider doesn’t report it (common for older holdings)
  2. You transferred shares from another brokerage
  3. You haven’t entered any buy trades
Solution: Set manual cost basis or enter historical buy trades.
Basic options tracking works (Sure treats them as securities). Advanced derivatives features are planned for future releases.
Create a manual crypto account and record holdings. You’ll need to manually enter trades and update quantities since cold wallets don’t sync automatically.
Create a manual investment account and enter trades manually. Check if your brokerage offers CSV exports to bulk import trades.
Dividends are income transactions, not trades. They increase your account’s cash balance but don’t affect holdings. To reinvest, create a buy trade.
Yes! The Reports section shows portfolio value trends, gains over time periods, and contributions vs growth. Time-weighted returns are planned.

Tax Reporting

Capital Gains Summary

At tax time, review:
  • Realized gains from sell trades in the period
  • Short-term vs long-term classification
  • Gains by tax treatment (taxable, deferred, exempt)
Sure provides summaries for tax planning. Always consult your tax advisor and use official tax forms (1099-B) from your brokerage for filing.

Wash Sales

Wash sale tracking is planned but not yet available. If you sell a security at a loss and buy it back within 30 days, you cannot claim the loss immediately.

Accounts

Set up and manage investment account connections

Transactions

View transactions in investment accounts

Reports

Analyze investment performance and portfolio trends

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