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Stop Picking Strategies. Pick the Error You Can Fix.

Tyler Prahm profile picture
Founder & Head of Quantitative Research at Vol Street
10 min read

Two traders took the same turnaround. Same filings, same guidance. One finished with 28 bps of expected value, the other took a loss.

The winner was not smarter about the business. They were smaller relative to liquidity, carried less funding risk, and drew a capacity line they refused to cross. Same story, different constraint. That is the game.

Three months later, a vol desk made 40 bps selling weekly straddles on earnings announcements. Another desk with the exact same pricing model lost 15 bps on identical names. The difference was inventory management. The first desk knew when to stop. The second kept scaling until their own hedging moved the market.

Last year, a microcap analyst called a turnaround perfectly. Stock moved 40 percent in six weeks. They made 8 bps net. A market maker with worse information made 10 bps on the same move by providing liquidity during the initial panic. Different jobs. Different constraints. Different pay.

The Core Truth

Markets don't pay you for having a view. They pay you for fixing a specific error that other people can't or won't fix.

That error lives in one of three places:

Information: You know something the market hasn't priced yet, or you've correctly weighted an outcome everyone else is getting wrong.

Friction: You can compress spreads, improve execution, or warehouse risk more efficiently than the next best alternative.

Capacity: You have capital or balance sheet when others don't, or you're small enough to get in and out of opportunities that are too tiny for larger players.

Before you hit the button, you need to know which error you're fixing and whether you're actually equipped to fix it.

Two Jobs, Not One

Every desk has two modes:

Exploring is finding new opportunities. You're testing ideas, hunting for mispriced catalysts, looking for structural breaks that nobody's modeling yet. The payoff is frontloaded but fragile. Once the market learns what you learned, the edge decays.

Exploiting is scaling what already works. You've found a repeatable edge and now you're turning it into infrastructure. Better routing that saves fractions across thousands of trades. Inventory discipline that lets you warehouse risk when others can't. The payoff is durable but capacity-constrained.

Most failed desks confuse the two. They explore with capital meant for exploitation, or they try to scale opportunities meant for quick strikes.

The desks that survive run both playbooks, but not with the same dollars at the same time. You need to know which job you're doing before you size the position.

Liquidity Decides Your Job

Headline volume is a lie. Real liquidity is how much you can enter and exit without moving the market against yourself.

A 500 million dollar fund trading names with 50 million in daily volume is in different water than a 50 million dollar fund trading the same names. The first needs execution infrastructure and tight participation limits. The second can afford to hunt for mispriced events.

Think of it as a spectrum:

Thin water (illiquid): Small caps, stressed names, anything where you move the market just by showing up. Here you're paid for information and exit timing. If you know something nobody else knows and have a catalyst within your exit window, you can make serious money. But size kills you fast. Your own footprint erases the edge.

Deep water (liquid): Large caps, high-frequency opportunities, anything where your position is a drop in the bucket. Here you're paid for process and infrastructure. Better routing, tighter risk controls, cheaper hedging. No single trade matters much. The compound advantage of doing a thousand things one basis point better is how you win.

Most traders pick strategies without asking which ocean they're swimming in. They find an illiquid opportunity and size it like it's scalable. Or they build infrastructure for high-frequency edges but can't get enough volume to justify the overhead.

But here's the problem: the liquidity you see today isn't the liquidity you'll have when you need to exit. Volume can drop 60 to 80 percent during stress. If you sized your position assuming you could trade 20 percent of average daily volume, you might find yourself stuck trading 50 percent of actual volume on the day you need out. That impact cost just erased whatever edge you thought you had.

Your capital size and your opportunity set have to match. That's not strategy. That's physics.

Capital Placement by Liquidity Constraint

Synthetic points with percentile axes. Numbers are placeholders.

Toggle liquidity bands:

5 of 5 bands visible

Capital Placement by Liquidity Constraint

Read as a job map. Points in thin water tend to pay for discovery or exit logistics. Points in deep water tend to pay for routing, queue, auction, and inventory rules.

thin water
deep water
Read as a job map. Points in thin water tend to pay for discovery or exit logistics. Points in deep water tend to pay for routing, queue, auction, and inventory rules. Bands use desk percentiles and include hysteresis. Numbers in Illustrative mode are placeholders.

The chart above shows how different opportunities cluster based on liquidity constraints. Deep water (bottom left) tends to reward process and infrastructure. Thin water (top right) rewards information and timing. Most blown accounts come from treating one like the other.

Edge Decay Matters More Than Edge Size

An illiquid opportunity isn't just harder to trade. It's often shorter-lived.

Say you find a mispriced convertible in a name that trades $2M a day. Your analysis says it's worth 8 percent more than the current price. Great. But can you get out before the edge disappears?

If the catalyst is an earnings call in two weeks and you need five days to exit your position without crushing the market, you have a seven-day window. If other traders figure it out in five days, you're left holding a position with no edge and no liquidity.

Compare that to a market-making edge in SPY options. The edge per trade is tiny, but it persists because it's structural. Nobody learns it away. Your constraint is scale, not time.

The right question isn't "How big is the edge?" It's "How long does it last relative to how long it takes me to trade it?"

Capacity Is a Ceiling, Not a Goal

Every edge has a point where scaling stops working. Add more capital and your returns per dollar start falling. Keep pushing and you go negative.

For discovery-based trades, the limit usually comes from market impact. You move the price just by showing up.

For infrastructure-based trades, the limit comes from competition or attention. Either someone copies you and narrows the spread, or you run out of time to manage more positions.

Per turn EV vs size: role curves

Illustrative curves showing how different roles scale. All data is conceptual for demonstration purposes.

Default curves:

Additional curves:

Per turn EV vs size: role curves

Shapes show where edge fades with size and where total cost dominates. The shaded vertical band marks the first capacity range where edge and cost meet.

Active Roles
Discovery
Impact and borrow bite first
Market making
Inventory and toxicity cap
Total cost
Combined impact, fees, and attention cost
Curves are monotone by construction and illustrative.
Shapes show where edge fades with size and where total cost dominates. The shaded vertical band marks the first capacity range where edge and cost meet. All curves are illustrative and conceptual.

The chart above shows how different roles scale. Discovery edges die fast with size. Market-making edges plateau. The goal isn't to hit capacity. It's to recognize it before you cross it.

Your Attention Has a Price

Most traders don't count the cost of their own time. That's a mistake.

Every hour you spend babysitting a position is an hour you're not spending on something else. If you're monitoring a 50K position that might make 20 bps while ignoring a systematic edge that could make 40 bps across a 2M book, you're losing money.

Put a dollar value on your time. Be honest about how many minutes a trade will consume from entry to exit, including monitoring, hedging adjustments, and post-trade review.

If a trade won't clear that hurdle, don't take it. If you can automate the monitoring and cut your time cost in half, do it. Many strategies look profitable until you charge them for your attention. When you actually price the minutes, they die. That's a feature, not a bug.

Facts vs. Mechanisms

You need to know the difference between finding a fact and finding a mechanism.

A fact is a one-time mispricing. A company reported earnings that nobody read carefully. A corporate action that got modeled wrong. A regulatory filing that changes the value of a structure. You spot it, you trade it, it resolves. The edge dies when enough people know.

A mechanism is a repeatable structural edge. Better execution that saves basis points on every trade. Inventory management that lets you warehouse risk cheaper than competitors. A hedge structure that reduces your cost of carry. It works across many situations because it's about process, not information.

Both can make money. But they scale differently.

Facts live in illiquid names and decay fast. You can't build a factory around them. You need to be small, quick, and willing to walk away when the window closes.

Mechanisms live in liquid markets and persist. They require infrastructure, but once you build it, you can run more volume through it. Someone will eventually copy you, but until then you compound small edges across thousands of trades.

The mistake is trying to scale a fact or treating a mechanism like it's temporary. Know which one you have.

Don't Confuse Renting Risk With Collecting Rent

Some strategies look like income but are really just leverage disguised as yield.

Selling covered calls, cash-secured puts, credit spreads: these aren't automatically income strategies. If the only reason you're getting paid is willingness to hold risk without a specific structural advantage, that's not a business. That's renting out your balance sheet without knowing the price.

But if you're solving a liquidity problem with better infrastructure, that's different. Providing insurance when others can't, with tighter hedging that reduces your cost of carry. Inventory discipline that lets you warehouse vol risk cheaper than competitors. Dynamic strike selection based on skew mispricing. These are mechanisms, not just exposure.

Real income comes from solving a specific problem repeatedly. The question isn't whether you're selling options. The question is whether you have a structural edge in doing it, or whether you're just getting paid to take risk that someone else doesn't want.

If you can't name whose problem you're solving and which constraint protects your edge, you're not running a strategy. You're making a bet.

Rules That Keep You Alive

Decide your benchmark before you trade. Don't measure yourself against whatever makes the trade look good after the fact. Pick your benchmark, lock it in, and judge the outcome against it honestly.

Know what would prove you wrong. Before you enter a position, write down the one observation that would falsify your thesis. If you see that, you exit. No debate, no second-guessing. The market just told you that you were wrong.

Don't size yourself into irrelevance. If your position is big enough that your own trading moves the market, you're eating your own edge. Trade smaller or find deeper water.

Own every position. Someone needs to be responsible. If nobody's name is on it, nobody's watching it. When things go wrong, you need to know who's fixing it.

The Real Question

Tomorrow morning, you'll have two opportunities on your screen.

One is a small cap with a mispriced catalyst. You think you're right, the market thinks you're wrong, and there's a date when you'll both find out. If you're right, you make money. If the market's right, you lose. Either way, it resolves.

The other is a systematic edge in liquid names. Better execution, tighter hedging, smarter positioning. No single trade matters. But string together a thousand trades and the compound advantage shows up in the P&L.

Both can work. But they require different capital, different time horizons, and different infrastructure.

Most traders lose money because they never ask which job they're doing. They find an illiquid opportunity and size it like it's repeatable. They build infrastructure for high-frequency edges but don't have the volume to justify the overhead. They explore with capital meant for exploitation, or they try to scale opportunities that are meant for quick strikes.

Before you hit the button, know three things:

  1. Which error are you fixing? Information, friction, or capacity?
  2. Are you equipped to fix it? Size, time horizon, and infrastructure all matter.
  3. What would prove you wrong? If you can't answer this, you're gambling.

Markets don't pay for labels. They don't pay for complexity or clever models or impressive credentials. They pay when you fix a specific mistake that other people can't or won't fix, and they stop paying when you can't do it anymore.

Pick the error that matches your constraints. Know when capacity shows up. And when the edge dies, move on.

That's how you make money. More importantly, that's how you keep the account alive.

Tyler Prahm avatar

Tyler Prahm

Founder & Head of Quantitative Research at Vol Street

Tyler Prahm is the founder of Vol Street, a quantitative derivatives analyst with experience building trading systems for hedge funds and prop firms managing 8-figure portfolios. His expertise in volatility arbitrage and institutional-grade risk modeling is the foundation of Vol Street.