Premium Insights is Live — Stop Guessing, Start Knowing

I was making money selling options — until a big market downturn would wipe out weeks of gains, and I couldn't explain why consistency kept eluding me.

I sensed there was an edge in premium selling, but I couldn't pin down how to make it reliable. What was I doing wrong? What was I doing right? I had no data to back up any answer. For all I knew, my credit spreads were carrying the portfolio while my covered calls quietly gave back half the gains. I had no idea, and that bothered me more than any single losing trade.

The problem with brokers and spreadsheets

Your brokerage shows you individual trades. Open, close, profit, loss. That's fine for a single position, but it tells you nothing about patterns. It can't answer: what's my win rate on 30-DTE puts versus 45-DTE puts? Which tickers am I consistently profitable on? What's my actual yield on capital deployed, not just raw P&L? And more importantly — why am I losing or succeeding at these trades?

So I did what most of us do. I built a spreadsheet. It started as one tab and grew into a monster — formulas breaking every time I added a column, pivot tables I had to rebuild monthly, and no way to track a wheel through its full lifecycle. A cash-secured put gets assigned, you sell covered calls, eventually it gets called away — that's one position with three or four related trades, and my spreadsheet treated each as a separate row with no connection between them.

I could see the trees. I could not see the forest.

I tried journaling. It wasn't enough on its own.

About a year in, I started journaling my trades. Before opening a position, I'd write down my thesis — why I liked the setup, what my target was, how confident I felt. After closing, I'd review the outcome and note what I'd do differently.

It helped, but less than I expected. I kept making the same mistakes. I'd write “I need to risk less than I stand to make” in my journal, then do exactly that again three weeks later — because in the moment, I didn't have the conviction to follow through on what I knew I should change. The problem wasn't self-awareness. The problem was that my journal entries were anchored to feelings and memory, not data. I was reflecting in a vacuum.

What changed everything was building the analytics to see my performance broken down by strategy, by ticker, by DTE range, by delta at entry. Suddenly the patterns were obvious. My 30-45 DTE credit spreads had a 78% win rate. My weeklies were at 51%. My covered calls on dividend stocks were returning 1.2% per month on capital. My speculative puts on high-IV names were returning less than half that, with twice the drawdowns. Small cap stocks — don't even get me started.

Once I had those numbers, the journal became a different tool entirely. I wasn't writing into a void anymore. I was reflecting on specific, measurable patterns. “My win rate drops below 60% inside 21 DTE” is something you can act on. “I need to be more disciplined” is not. The data gave me conviction to actually follow through.

What Premium Insights actually does

Premium Insights is an analytics and journaling platform built for people who sell options premium. Covered calls, cash-secured puts, credit spreads, iron condors, wheels. If your edge is theta, this is for you.

The existing trade journals are built for day traders and swing traders. They'll record your options trades, but they don't understand them. They don't know that your short put and long put are one spread. They don't track premium collected versus max risk. They don't follow a wheel across assignment and back.

Here's what you get:

Analytics that show you what's actually working. Performance broken down by strategy type, underlying ticker, DTE range, and delta at entry. Win rates, yield on capital, average return per trade. The kind of breakdowns that would take hours in a spreadsheet and still come out with formula errors.

Wheel lifecycle tracking. Your wheels stay connected from first put to assignment to calls and back. See your adjusted cost basis, total premium collected across the full cycle, and whether the wheel is actually outperforming a simple buy-and-hold.

Trade grouping that matches how you trade. Spreads stay as spreads. Iron condors stay as iron condors. Related legs are grouped automatically so your analytics reflect your actual strategies, not a flat list of individual contracts.

Import without the headache. Upload CSVs from Fidelity or Robinhood, or connect your brokerage directly through SnapTrade (coming soon). No manual entry unless you want it.

Structured journaling — the complement, not the headline. Pre-trade thesis, confidence rating, post-trade review. But now your journal is connected to your analytics. Three months from now, you can look at what you were thinking alongside the actual performance data and ask: was my thesis right? Was my confidence warranted?

What's free, what's Pro

The free tier is real. Not a 7-day trial. Not a demo with every useful feature locked. A permanent tool you can use to track, analyze, and journal your trades.

Free (forever):

• Trade journaling with pre-trade thesis and post-trade review
• CSV import from Fidelity and Robinhood
• P&L tracking and basic analytics
• Trade grouping for spreads and wheels (coming soon)

Pro ($19.99/month):

• Full performance breakdowns by strategy, ticker, DTE, delta
• Performance scoring across your strategies
• Trade grading against your own historical patterns
• Live account linking (coming soon)
• Everything in Free, plus the analytical depth that actually changes your decision-making

For context, the alternatives start at $29.95/month for basic plans, with the features that matter locked behind $50-$80/month tiers. None of them offer a free tier. None of them are built for options sellers. I wanted the upgrade decision to be obvious math — if the analytics help you avoid one bad trade per month or optimize your strategy allocation even slightly, the $19.99 pays for itself many times over.

Get started in five minutes

1. Sign up at premiuminsights.ai — just an email and password.
2. Import your trades — upload a CSV from your broker.
3. Check your analytics — see your performance broken down by strategy before your coffee gets cold.

No credit card. No trial countdown. Your trade history loaded and your first performance breakdown ready in minutes.

What's coming next

• Live account sync — No more importing or manually editing trades. The platform tracks your positions automatically.
• Wheel tracker — Full lifecycle tracking from CSP to assignment to covered calls. See your true adjusted cost basis and whether the wheel is worth running on each underlying.
• Risk analytics — Position-level and portfolio-level risk breakdowns. Delta exposure, concentration, and drawdown analysis so you can size with confidence.
• Deep-dive analytics — Granular analysis that goes beyond surface metrics. Understand not just what happened, but why — and what to change.
• Community benchmarking — Broker-verified performance sharing. No paper trading screenshots, no anonymous flexing. Real numbers from real accounts so you can see how your strategy stacks up.

One more thing

If you've watched any of my videos on the Credit Spread Investing YouTube channel, you know I'm obsessive about the numbers behind my trades. Premium Insights is the tool behind those videos — the analytics I use to figure out what's actually working and what to talk about. Now it's available for everyone.

This is a one-person operation built by someone who trades the same strategies you do. I read every piece of feedback. If something is broken, confusing, or missing, tell me. The contact form works. So does replying to any email from us.

I built this because I needed to know what was working. I hope it does the same for you.

— Credit Spread Investing