The SPY Ride Trade - Calendar Spreads That Profit From Time, Not Direction

The SPY Ride Trade is a non-directional options strategy built on three calendar spreads — designed to profit from time decay while keeping directional risk small and manageable. Target: 10–15% return per trade, typically achieved in 30–40 days. A delta-neutral income approach on the most liquid ETF in the market.

Verified monthly on the Trading Account page

What you get on day one:

✅ Full SPY Ride Trade course — 19 lessons across 7 sections + Greeks primer

✅ Discord trading room — every live Ride Trade posted in real time

✅ Community Center archive — every past Ride trade documented end-to-end

✅ Implied Volatility Weekly newsletter

✅ Direct access to me in Discord, every trading day

(Want SPX Best + VXX Strategies too? → Core Fund Strategies adds them for just $900 more.)

Description

The SPY Ride Trade isn't a strategy you learn in a weekend. It's a discretionary, multi-calendar approach — which means strike selection, calendar sizing, and adjustment decisions require market judgment that develops over time from watching real trades happen in real conditions.

That's why the course lives inside the Trading Community. Members don't just study the framework — they follow every live Ride Trade I place, with the full rationale posted in real time. That combination of structured education and live trade observation is what actually builds competence. Reading alone doesn't.


What the SPY Ride Trade strategy is

The Ride Trade uses a three-calendar-spread structure on SPY options. It is a non-directional, income-generating strategy that profits from two sources:

  • Theta decay — the front-month short options decay faster than the longer-dated long options. Every day that passes, time works in your favor.

  • IV behavior — calendar spreads benefit from gradual IV increases and from front-month IV crushes when the term structure is in backwardation. The strategy is built to capture both.

The structure creates a wide profit tent where SPY can move — up, down, or sideways — while still delivering a profit. "Non-directional" here doesn't mean the market must stay flat. It means the position is built to profit across a broad range of outcomes, with clear adjustment rules when SPY drifts toward an edge.

What makes it different from a single calendar spread:

A standard calendar profits only when price stays near one strike. The Ride Trade combines three calendars — one at the money for maximum Theta, and two wings at ±30 Delta that act as directional hedges. The combined structure has a flat t+0 line over a wide price range, so SPY can wander without immediately stressing the position. When it does drift, the adjustment toolkit (calendar swap, long-dated vertical, short-dated vertical, lot rebalancing) gives you multiple lighter-touch options before having to restructure.

Minimum account size: $5,000 suggested. Typical capital allocated per position: ~$4,500.

Time commitment: 10–20 minutes per day to monitor. Adjustments average less than once per week outside of the final 35 DTE period.

Strategy live performance:

In 2021, the strategy delivered 20 winning trades out of 26 opened (77% win rate), with cumulative profits of $7,700 on an average $4,500 capital per trade — an average winning trade of about $400 against an average loss of $350.

Since then, the strategy has continued to run inside the fund as the primary low-IV / Vega-positive complement to the Vega-negative SPX Best. The pairing is intentional: when one strategy is exposed to a particular IV regime, the other is hedged in the opposite direction. Together they smooth the fund's overall equity curve.

The full monthly fund record — going back to January 2022 — is publicly available on the Trading Account page. Every trade, every month.

View the complete performance record


What happens inside the course. The SPY Ride Trade course includes:

  • Strategy Course (7 Sections, 19 Lessons) — the complete framework: how the three-calendar structure is constructed, how strikes are selected by Delta, how to size lots by IV environment, the full adjustment toolkit, and when and how to exit.

  • Risk profile walkthroughs — how to read the payoff diagram in thinkorswim, what the Greeks look like at entry and how they evolve through the 70-to-35 DTE window, what Delta/Theta ratio targets to maintain, and the IV-environment rules for choosing 130-DTE vs 160-DTE back months.

  • Live trade access (Trading Community) — every Ride Trade I open is posted in the Discord trading room in real time: the strikes selected, the lot configuration, the entry rationale, the payoff diagram, and the brokerage screenshot. You see exactly what I trade and why, the moment I trade it.

  • Trade posts with full adjustment history — after every adjustment and at close, a full trade post is published to the Community Center showing the cumulative P&L, each fill, and the reasoning behind every decision.

I am actively trading this strategy alongside the SPX Best inside my Hedge Fund. You will gain access to all my trades in the Trading Community, which also includes access to a live trading room (Discord Channel) where you can interact with me. Trades are announced there at the moment they're placed.

This options management style can be implemented with a minimum suggested account value of USD 5,000.

👉 New to MyOptionsEdge? Start with the $59/mo Trading Room plan: 15-day free trial, see every live trade I post, decide from there.

👉 Want to learn the SPY Ride Trade properly? This plan: $99/mo for flexibility, or $899/yr (save 24% — about $74/mo).

👉 Want everything? Full Access includes all 13 strategy courses for $1600 more.


Why pair the Ride Trade with SPX Best?

This is the most underrated reason to add the Ride Trade to your toolkit.

The SPX Best is Vega-negative — it profits from falling IV. The SPY Ride is Vega-positive — it profits from rising IV (when the rise is gradual) and from front-month IV crushes (when the term structure is in backwardation).

Running them together is not redundant. It is a hedge:

  • When IV is high and you expect it to fall → SPX Best does the heavy lifting.

  • When IV is low and you expect it to rise (or spike) → SPY Ride catches what SPX Best can't.

  • When IV is choppy → both contribute Theta, and the Vega exposures partially offset.

Most of the fund's monthly consistency comes from this pairing. Members running both strategies have access to twice the live trades and a much smoother account equity curve than either strategy delivers in isolation.

Course Contents

Chapter 1 - Strategy Overview

This section gives you the big picture. By the end of it, you will know what the Ride Trade is, what its structure looks like, what makes it special, and what kind of profit target it aims for.

Lesson 1: What is the Ride Trade?
Preview
Lesson 2: The General Structure: Three Calendars
Lesson 3: Visualizing the Ride at Entry
Lesson 4: Key Characteristics of the Ride Trade
Preview

Chapter 2 - The Greeks You Must Know

You cannot manage a Ride Trade without a working understanding of the four primary Greeks: Delta, Gamma, Theta, and Vega. This section gives you what you need — not a full options textbook, but the specific intuitions that drive Ride Trade decisions.

Lesson 1: Delta - Directional Exposure
Lesson 2: Gamma - The Rate of Change of Delta
Lesson 3: Theta - Our Daily Income
Lesson 4: Vega - Sensitivity to Implied Volatility

Chapter 3 - Calendar Spreads in Depth

The Ride Trade is built from three calendar spreads. To manage the whole, you have to understand the parts. This section dissects what an ATM calendar looks like, what an OTM calendar looks like, and why combining them gives the Ride Trade its characteristic shape.

Lesson 1: The ATM Calendar — Maximum Theta
Lesson 2: The OTM Calendar — Directional Hedge
Lesson 3: Putting It Together — The Ride Trade Shape

Chapter 4 - Implied Volatility and Calendars

This is the section most traders skip and most traders regret skipping. Calendar spreads have a Vega behavior that is more nuanced than the headline "long calendars are Vega-positive" suggests. Understand this section deeply and you will avoid the most common Ride Trade mistakes.

Lesson 1: IV Contango vs. Backwardation
Lesson 2: The "Odd" Vega Behavior of Calendars

Chapter 5 - Opening a Ride Trade

Now we put theory into practice. This section walks through the exact rules for selecting expirations, picking strikes, sizing each calendar, and (when appropriate) adding a vertical hedge at entry. Each lesson is one piece of the entry checklist.

Lesson 1: Selecting the Option Chains
Lesson 2: Selecting Strikes by Delta
Lesson 3: Sizing the Three Calendars
Lesson 4: Optional: A Put Vertical Hedge in Low IV

Chapter 6 - Trade Management and Adjustments

Opening the trade is the easy part. Managing it over 30 to 40 days is what separates consistent traders from inconsistent ones. This section covers when to close, when and how to adjust, and the different adjustment tools available.

Lesson 1: When to Close the Trade
Lesson 2: Adjustment 1 - Calendar Swap on a Strike Touch
Lesson 3: Adjustment 2 - Long-Dated Vertical to Flatten the Curve
Lesson 4: Adjustment 3 - Very Short-Term Vertical for Delta Control
Lesson 5: Adjustment 4 -Adding or Removing Calendars

Chapter 7 - IV Changes After Entry & Final Comments

Once the trade is open, IV is going to move. This section is the playbook for the four scenarios you will encounter most often, followed by the disciplines that separate consistent Ride Trade traders from impatient ones.

Lesson 1: Reacting to IV Changes - The Four Scenarios
Lesson 2: Final Comments and Disciplines
Lesson 3: Course Recap - At a Glance

Frequently asked questions

You’ve got questions. I’ve got answers.

In what market conditions is this strategy best used?

The SPY Ride Trade is best used in two scenarios: low IV environments where we expect small SPY movements (profits come mainly from Theta and small IV increases), and very high IV environments where the term structure is in backwardation (we sell expensive near-term IV and buy cheaper longer-term IV). The strategy is Vega-positive, so it benefits from gradual IV increases — but it can suffer in sudden IV spikes that flip the term structure faster than the back month can keep up. Entry timing matters more than for most strategies, and the course covers this in detail in Chapter 4.

What is the profitability of this strategy?

The target is 10–15% return on initial capital per trade, typically achieved in 30–40 days. Maximum risk is capped at the debit paid for the three calendars (plus any hedging verticals). There is no naked short option and no margin expansion. The market can still move against the position, and there will be losses — but they are defined, and the adjustment toolkit gives you several lighter-touch responses before a structural rebuild is needed.

Do you offer trade signals of your trades?

Yes. I am trading my own Account, using this strategy. Everyone who wants to follow my trades can join the trading community, where I post every Ride Trade in real time through a Discord channel — strikes, lot sizes, payoff diagram, and brokerage screenshot.

How is the Ride Trade different from the SPX Best?

They are complementary, not competing. The SPX Best is Vega-negative (profits from falling IV). The SPY Ride is Vega-positive (profits from gradual IV increases and front-month IV crushes). Running both — which is what I do inside the fund — gives you exposure to different volatility regimes and a smoother account equity curve. The two strategies hedge each other on Vega while both contributing Theta.

Do you provide trade resumes and explanations?

Indeed. All trading community subscribers will receive an explanation of each trade and the evolution of the adjustments made during the open trade period. This can be accessed via the community web post as well as by email when it is published.

Here you have an example:



Every post is composed of:

1. Trade rationale;
2. Screenshot of options structure risk profile from Thinkorswim platform;
3. Screenshot of "filled orders" tab from Thinkorswing platform;
4. Position status with all the adjustments performed on the trade for easier following and understanding of profitability;
3. Profit target at any given moment.


What if the market moves against the trade?

The market is unpredictable! Like in any other strategy, we need to understand the risks of each position. Therefore, we need to manage properly the risks involved and trade accordingly. There are no risk-free options strategies! The strategy has hedges that we can use to reduce its risk in case the market moves against it. This mainly is a non-directional income strategy that uses time decay (Theta management) and IV decrease to realize profits.

How often do you trade this strategy?

I open a new trade per month. Usually, I am having 2 trades at the same time with 2 different expirations. This is the trade I use the most in the investment fund.

How often does this trade need adjustments?

This strategy is very stable and does not need too many adjustments. It will depend on SPX moves but, on average, less than one per week. Nevertheless, when the expiration approaches (below 30 DTE) it may need 2 adjustments per week. Under these circumstances, I will decide if it is better to continue and capture attractive Theta or close the trade. It will depend on the market status.

If I have questions, how can I clarify them?

If you subscribe to the trading community, you can easily use the Discord channel to enter your questions. Me or other community members will help you. Remember that you are not alone if you subscribe to myoptionsedge.com!

Or you can use my personal email with your questions and I am happy to answer: pedro.branco@myoptionsedge.com

Is this a difficult strategy to learn and trade?

No, it is not. The strategy description document will tell you exactly how to trade this strategy. Although it is not a simple options strategy because it uses several legs, it is straightforward. 

After 3 or 4 trades, you should have learned its fundamentals and you can trade for your own if you have the confidence to do so. the goal is to maximize Theta and minimize Delta risk, according to market short-term expectations.

Can this strategy be applied to other indexes?

I did not test it in other assets than SPX. But, it certainly will do well with SPY if you want to trade in a lower value.

For stocks or other indexes, I did not backtest it. But be aware that stocks tend to be more volatile than indexes, with earnings announcement events making them have big price swings.

How is this different from the $59/mo Trading Room plan?

The $59/mo Trading Room gives you live access to every trade I post — but no structured course content. You see what I do, but not the underlying framework that explains why.

This plan adds the full SPY Ride Trade course on top of Trading Room access. You can study the complete framework — three-calendar construction, strike selection by Delta, lot sizing by IV regime, the adjustment toolkit, and the Greeks playbook — then watch live trades that follow exactly that framework.

Best fit: if you want to understand why each trade is constructed and adjusted the way it is, not just follow signals.

How is this different from the $1,799 Core Fund plan?

Core Fund Strategies ($1,799/yr) includes THREE strategy courses: SPX Best, SPY Ride, and VXX Short Call Vertical — the three strategies I actively run in my fund.

This plan focuses ONLY on the SPX Best strategy. The trade-off is straightforward:

• If you ONLY want SPX Best: this plan at $1,499/yr saves you $300. • If you want all three fund strategies: Core Fund is the better deal — just $300 more for two additional complete courses.

Most members start here, then upgrade to Core Fund later once they're comfortable with SPX Best and want to add the other fund strategies to their rotation.

Can I upgrade to Core Fund later?

Yes, anytime. Your unused portion will be credited of your current subscription toward the Core Fund or Full Access upgrades. You won't pay twice for the time you've already covered.

Many members start with SPX Best, get comfortable with the strategy and the trading room rhythm, then upgrade to other Annual Membership after 3–4 months to add SPY Ride and VXX Short Call Vertical to their toolkit.

Can I cancel anytime?

Yes.

Monthly: cancel any time before your next billing date. You keep access until the end of the current billing period, then auto-renewal stops. No questions, no friction.

Annual: paid upfront for 12 months. You can cancel auto-renewal at any time, but the current annual period isn't refundable (which is why annual carries a 26% discount vs. paying monthly).

Is there a free-trial period?

Not on this plan. Both the monthly ($169/mo) and annual ($1,499/yr) plans bill immediately on signup.

The reason is straightforward: the SPX Best course is the core deliverable, and a free trial creates a path for trial-and-cancel that's unfair to paying members. If you want to experience the trading room before committing to the SPX Best course, the $59/mo Trading Room plan includes a 15-day free trial — that's the right entry point for "try before you buy." You'll see every live SPX Best trade I post during your trial, just without the course content.

If you decide the strategy is for you after the Trading Room trial, you can upgrade to this plan anytime and the unused portion of your trial month will be credited toward it.

The strategy is live. The next trade is coming.

Every SPY Ride Trade I open goes into the Trading Room the moment I place it — with the full rationale, the strikes, the lot configuration, the payoff diagram, and the brokerage screenshot. The next trade will be there. So will every adjustment. So will the close.

The best way to learn this strategy is to watch it happen in real market conditions, alongside the community, with every decision explained as it's made.


Past performance is not indicative of future results. Options trading involves significant risk and is not suitable for all investors. All performance data shown is from a real account and is publicly documented on the Trading Account page.