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Stock Trading Guide

Everything a new stock trader needs, without the fluff. Order types, technicals, position sizing, psychology, shorting, dividends, and taxes - all in one place. Built for traders who want to survive year one and compound from there.

17 chapters · ~25 min read · Updated continuously

Chapter 1

Introduction

Stock trading looks simple from the outside. Pick a ticker, pick a direction, click buy. The reason most new traders lose money isn’t that the game is complex - it’s that they play it without a plan, without size discipline, and without a way to learn from their own trades.

This guide fixes that. It covers what a stock actually is, how orders work, how to read charts, how to size, how to manage risk, and how to build the habits that keep you in the game long enough to compound. Treat it like a manual, not a blog post.

How to use this guide
Read it once top-to-bottom, then revisit the Account Management and Psychology chapters any time you’re tempted to break your rules. Most trading mistakes are rule-breaking - not analysis mistakes.
Chapter 2

What Is a Stock?

A stock is fractional ownership in a company. When you buy a share of AAPL, you own a sliver of Apple - entitled to a share of its earnings (via dividends or buybacks) and a vote in corporate matters.

Key concepts

Share price
What one share costs on the open market right now.
Market cap
Share price × total shares outstanding. The total equity value of the company.
Ticker / symbol
The short code a stock trades under (AAPL, MSFT, NVDA).
Exchange
Where the stock is listed (NYSE, NASDAQ). The exchange sets listing rules and hours.
Bid / Ask
Bid = highest buyer price. Ask = lowest seller price. The gap is the spread.
Dividend
A cash payment from the company to shareholders, usually quarterly.

Stock price moves because buyers and sellers disagree on what the company is worth. That disagreement is driven by earnings, news, macro conditions, and sentiment - in roughly that order on any given day.

Chapter 3

Accounts & Broker Basics

Cash vs margin account

Cash account
You can only trade with settled funds. No Pattern Day Trader rule, but settlement is T+1/T+2 so capital rotates slower.
Margin account
You can trade with borrowed money (leverage). Subject to the PDT rule if under $25K: max 3 day trades per 5 business days.

Taxable vs retirement

  • Taxable brokerage: flexible, but every realized gain is taxable.
  • Roth IRA / traditional IRA: tax-advantaged, but limited annual contributions and withdrawal rules.
  • 401(k) / equivalents: usually tied to your employer; limited investment choices but tax-deferred.
Rule of thumb
Learn to trade in a small taxable account first. Once you’re consistently profitable, route longer-term positions through tax-advantaged accounts.
Chapter 4

Order Types

Order type is the difference between filling at a good price and getting steamrolled. Know these cold.

Market order
Fills immediately at whatever the next available price is. Fast but can slip badly on low-liquidity names.
Limit order
Fills only at your stated price or better. Default for every entry - you’re never surprised by fill price.
Stop (stop-market)
Triggers a market order once price crosses a level. Used to cap losses, but can slip on a gap.
Stop-limit
Triggers a limit order at a level. Protects against slip, but may not fill in a fast move.
Trailing stop
A stop that moves with price in your favor - locks in gains as the trade runs.
GTC / DAY
Time-in-force. GTC = Good Till Cancelled. DAY = expires at market close.
Market orders into low liquidity
On thinly traded stocks a market order can fill 1–3% worse than the last print. Use limits unless you’re trading a mega-cap like AAPL or SPY.
Chapter 5

Technical Analysis

Technical analysis is reading the chart - what price has done and what that suggests about what it might do next. You don’t need 40 indicators; you need three clean concepts.

The essentials

Support & resistance
Horizontal levels where price has repeatedly reversed. These are your entry and exit anchors.
Trendlines
Diagonal structure. Trading with the trend works more often than fading it.
Moving averages (MAs)
20-day, 50-day, 200-day. Act as dynamic support/resistance and filter trend direction.
Volume
Confirmation. A breakout on heavy volume is real; on thin volume it’s probably a trap.
Chart patterns
Bull flag, cup-and-handle, double top/bottom, head-and-shoulders. Recurring shapes that tilt probability.
Multi-timeframe
Confirm the trade on a higher timeframe before executing on a lower one.
Rule of thumb
If you can’t draw three clean horizontal levels on a 1-year daily chart in 30 seconds, skip the ticker. There’s a better setup somewhere else.
Chapter 6

Fundamentals in 10 Minutes

You don’t need a CFA to swing-trade stocks. You do need to know what the company does and whether the numbers are improving.

The 5-minute checklist

  1. 1
    What does it do?
    One sentence. If you can’t explain the business, don’t trade the stock.
  2. 2
    Is revenue growing?
    Last 4–8 quarters. Accelerating growth is better than decelerating.
  3. 3
    Is it profitable?
    Or clearly on a path to it. Persistent losses require external funding, which dilutes shareholders.
  4. 4
    Valuation sanity check
    P/E, P/S, forward P/E vs sector averages. Extreme premiums need extreme growth to justify them.
  5. 5
    Cash flow & balance sheet
    Can they survive 18–24 months without raising? If not, size smaller.
Not an investment thesis
This is enough to avoid obvious disasters. For concentrated long-term positions, dig deeper.
Chapter 7

Account Management

Sizing decides whether you survive. Reading charts decides whether you grow. In that order.

Position sizing (hard rules)

  • 1–2% max risk per trade for new traders. Cap at 3% if you’re experienced and sizing down.
  • Risk = position size × stop distance. Use the Position Sizer in Calculator to derive share count.
  • Total open risk: sum of the stops on every open position. Keep this under 6% of account.
  • Never average down into a losing position without a mechanical plan that predates the entry.

Profit-taking

Have an exit plan before the order goes in. Three tranches works well:

  • Trim one-third at the first target (typically 1R–2R).
  • Trim another third at the second target and move stop to breakeven.
  • Let the last third run with a trailing stop.
Chapter 8

Strength of a Trade

Before you enter, grade the trade. If it fails on two of these, pass. Cash is a position.

  1. 1
    Price action
    Is the stock trending cleanly, reversing at a known level, or chopping? Chop kills short-term trades.
  2. 2
    Catalyst
    What’s moving the stock right now? Earnings, macro, sector rotation, news. No catalyst, no conviction.
  3. 3
    Technical confirmation
    A clear level + pattern + volume aligned on at least two timeframes.
  4. 4
    Risk-to-reward
    Minimum 2:1. Under 2:1, you need to be right more than half the time just to break even after fees.
Chapter 9

Trading Psychology

Psychology is the whole game. Trading is doing nothing 90% of the time and waiting for the right pitch - and doing nothing is hard.

Core rules

  • Treat trading as a business, not a slot machine.
  • Trade the plan. No plan, no trade.
  • Journal every trade - setup, rules followed, emotional state, reflection.
  • Take profits. Paper gains aren’t real.
  • Accept losses. A loss you followed the rules on isn’t a mistake.
  • No revenge trades. After two losses in a day, close the platform.
  • Sleep, exercise, boredom tolerance - all edges.
The TradeSimple advantage
Your journal isn’t optional. Every trade you log becomes a data point for future self-correction, and the Progress Tracker makes your habits visible across weeks.
Chapter 10

Growing a Small Account

A small account grows by not blowing up first. Aggressive sizing on a $3K account is a gambling habit with extra steps.

The phased path

Phase 1 - under $10K
Risk 1% per trade. Focus on process and journal quality, not profit. Target: 50 trades logged with clean entries and exits.
Phase 2 - $10–25K
Risk up to 2%. Stick to a handful of tickers you know deeply. Max 3 open positions at once.
Phase 3 - $25K+
PDT lifts (if margin). Start adding structure: 2–3 repeatable setups, documented in Playbooks, graded by the app.

Cash vs margin under $25K

The PDT rule limits margin accounts under $25K to 3 day trades per rolling 5 business days. A cash account avoids this but settles T+1/T+2. Either is fine - pick one and learn its constraints instead of flipping between them.

Chapter 11

Trading With a Full-Time Job

You don’t need to day trade. Most full-time employees would do better to avoid it entirely.

Swing over day

  • Multi-day holds let you plan once and manage with alerts.
  • You don’t need to be at the screen for entries - use limit orders with conditional triggers.
  • 30 min of pre-market prep plus 20 min evening review is enough for 2–3 high-quality swings a week.

Pre-trade checklist

  1. 1
    Level
    Identify the level. Price at the level, or mid-range?
  2. 2
    Catalyst
    What pushes price through? No catalyst, no entry.
  3. 3
    Size
    Run the position sizer. Don’t eyeball it.
  4. 4
    Exit plan
    Stop, first target, second target. Written down before the order goes in.
Chapter 12

Swing vs Day Trading

Pick one. The setups, mindset, and required screen time are genuinely different - and trying to do both badly is the fastest way to give back gains.

Day trading
Intraday only. Close every position by the end of the session. High screen time, high decision frequency, fee and tax drag.
Swing trading
Hold hours to weeks. Lower frequency, lower stress, better tax treatment on winning positions held > 1 year. Best for most people with a job.
Position trading
Weeks to months. Closer to investing than trading. Works well with a fundamental thesis + technical entry.
Don’t blend styles
The number one killer of swing setups is intra-day panic selling on a routine 2% pullback. If you’re swing trading, don’t watch the 5-minute chart.
Chapter 13

Short Selling

Shorting is selling a stock you don’t own (borrowed from the broker) hoping to buy it back cheaper. The mechanics are different enough to treat it as its own skill.

Why it’s harder

  • Asymmetric risk. Longs can lose 100%. Shorts can lose more than 100% on a gap or squeeze.
  • Borrow cost. Hard-to-borrow names charge daily interest. Check before shorting.
  • Short squeezes. Rapid forced covering drives price up fast. If you’re caught, cut fast.
  • Market drift. Indices drift up over time; shorts fight this tailwind.

Rules

  • Halve your size relative to a long position.
  • Use hard stops. No exceptions.
  • Avoid shorting stocks under $5, low float, or with obvious squeeze setups unless you deeply understand the dynamics.
Chapter 14

Dividends & Corporate Actions

Corporate actions change the price or the quantity of your shares. They show up as surprises if you’re not paying attention.

Dividend
A cash payment. Ex-dividend date is when the stock price drops by the dividend amount - you need to own it before that date to get the payout.
Stock split
1 share becomes N shares; price divides by N. Total value unchanged. Often signals confidence from the company.
Reverse split
Opposite. Often a warning sign - companies use it to stay above listing price minimums.
Spin-off
Company separates a division into its own stock. You receive shares of the new entity proportionally.
Buyback
Company repurchases its own shares. Reduces share count, supports price. Usually bullish in moderation.
Merger / acquisition
Target usually pops to the offer price. Arbitrage spreads open. Failure of the deal is the tail risk.
Chapter 15

Taxes

  • Short-term capital gains (held < 1 year): taxed as ordinary income.
  • Long-term capital gains (held ≥ 1 year): lower rate - often materially so.
  • Wash-sale rule: you can’t claim a loss on a security if you buy a “substantially identical” security within 30 days.
  • Capital losses: up to $3,000 per year offsets ordinary income; the rest carries forward.
  • Dividends: qualified dividends get the long-term rate; ordinary dividends are taxed as income.
  • Set aside 20–35% of realized profits in a separate account for taxes. Automatically.
Not tax advice
Rules vary by country and situation. Talk to a CPA who understands trader accounts before filing.
Chapter 16

Glossary

Ask
Lowest price a seller will accept right now.
Bid
Highest price a buyer will pay right now.
Bid-ask spread
Difference between bid and ask. Your hidden cost on every trade.
Cash account
Brokerage account with no margin. Must use settled funds only.
Day order (DAY)
Order that expires at market close if unfilled.
Dividend
Cash payment from a company to shareholders, usually quarterly.
Ex-dividend date
First day a stock trades without its upcoming dividend. Own it before this date to receive the payout.
GTC
Good-till-cancelled. Order stays active until you cancel or it fills.
Halt
Exchange-imposed trading pause, usually for pending news or volatility.
Limit order
Order that fills only at your stated price or better.
Margin account
Brokerage account that lets you borrow funds. Subject to PDT under $25K.
Market cap
Share price × total shares outstanding.
Market order
Order that fills immediately at the next available price.
Moving average
Rolling average of price over N bars. Used as trend filter and dynamic support/resistance.
PDT
Pattern Day Trader rule. Caps margin accounts under $25K at 3 day trades per 5 business days.
R
Risk unit. 1R is the dollar amount you&rsquo;re risking on a given trade.
Short selling
Borrowing shares to sell now and buying back later (ideally cheaper). Profits from declines.
Slippage
Difference between expected fill price and actual fill price.
Stop order
Triggers a market order when price crosses the stop level.
Stop-limit
Triggers a limit order when price crosses the stop level.
T+1 / T+2
Trade settlement: funds from a sale become available 1 or 2 business days after the trade.
Trailing stop
Stop that moves with price in your favor. Used to lock in gains.
Volume
Shares traded in a given period. Confirmation signal for breakouts.
Wash sale
IRS rule blocking a loss claim if you re-enter a substantially identical security within 30 days.
Chapter 17

Next Steps in TradeSimple

Reading is step one. Reps come from journaling, review, and a plan you can stick to. Here’s how to put TradeSimple to work:

  • Journal every trade. Over 50 trades, your patterns become obvious.
  • Use the Position Sizer. Never eyeball risk. The Calculator derives share count from % risk and stop distance in two clicks.
  • Build a playbook. Turn your 2–3 repeatable setups into checklists the app grades you against.
  • Backtest. Run historical candles and place paper entries to prove a strategy works before risking capital.
  • Share your wins (and losses). Trade cards and monthly recaps on TradeSimple unfurl as branded cards on X and Discord.