Full Disclosure

The Book

Every holding and every open option position, published so anyone can follow along and check the work. Updated from the verified book as of October 13, 2026.

Open The Live Public Dashboard

Share Holdings

Cash Secured Puts, Open

Short puts. Premium collected to wait for a price I want. Default is hold to expiry.

Covered Calls, Open

Friday, October 16 expiry: the short $FWDI $10 calls are up 90.74% and the $HIMS $29.50 call is up 53.27% with three days to expiry. The $SOFI $15 put expiring Friday sits in the TFSA.

The Treasury

Bitcoin bought automatically, $100 every paycheck through Wealthsimple. Held long term and never traded. It is not part of the options book and no calls are sold on it. It just stacks, paycheck after paycheck, in the background while the premium engine does the weekly work.

The Treasury crossed $1,000 CAD for the first time in October 2026. Verified October 13, 2026.

Monthly Premium

The Archive

Issues

Every issue is published first on Substack, which is the canonical home. Summaries live here so search can find them. The full text lives at the Substack link on each issue.

Free Guide

My Put Selling Checklist

I sell puts every week. This is the exact checklist I run before every fill. It is one page on purpose. If a trade fails any line, I skip it.

1. 1

   Would I Own It

   I only sell puts on stocks I would be fine owning. Assignment is not a failure. It is buying the stock at a discount. If I do not want the shares, I do not sell the put.

2. 2

   Weeklies First

   I sell weekly expiries. More rolls per year, more premium, faster course correction. Monthlies tie my money up for nothing.

3. 3

   Sell Below The Market

   The strike goes below the current price, not at it. Breakeven is strike minus premium. That number is my real entry price and I know it before I click.

4. 4

   Check The Calendar

   Earnings are gap risk, not drift risk. I never sell a weekly over earnings unless I want that exposure. One earnings gap can erase a month of premium.

5. 5

   Premium Has To Be Worth It

   Small premium for real risk is a bad trade. I want enough that assignment still feels like a win.

6. 6

   Default Is Hold To Expiry

   I do not panic out of a red put. The plan is hold to expiry unless the math changes. Early exits are for broken theses, not red screens.

7. 7

   Roll For Credit, Never For Comfort

   If I roll, it is for a credit and a better setup. I never roll just to push a loss into next week. The credit has to pay for the risk I am signing back up for.

8. 8

   Size It So Assignment Never Hurts

   I size every put assuming I get assigned. If owning the full position would force me to sell something else, the put is too big.

That is the whole thing. Rinse and repeat. Every fill gets published weekly in North of the Strike, wins and losses.

About

About North of the Strike

I am Matt. I work a regular job in Ontario, I am a dad, and I sell options premium in my spare hours with one long goal in mind, more time with my family and a way out of the rat race. This newsletter documents the trading part of that plan, in public, with real numbers.

The Honest Timeline

Time to say the quiet part about the $40K to $1M target. The five year version needs about 90 percent a year, every year. That is gambling math, not trading math. A target like that forces stupid sizing, and stupid sizing is how accounts die.

Here is the honest version. Ten years at a sane pace lands near $500K, and $500K changes a family life. Twelve years puts seven figures in range. Ten to fifteen years is the real window, because somewhere in there a dead year will show up. I am happy with that timeline. The pressure is off. Anything the moon stocks do is upside on top.

Two Books, Plus A Third

The book is really two books. The premium engine pays the bills and funds everything else, selling puts and covered calls week after week. The moon book is a few high conviction names held with no calls on top, so when one of them moves hard I keep the whole move. The way into moon names is still premium first, selling puts on dips and getting paid to wait for my price.

The newsletter is the third book. It keeps me honest, it forces me to write down the reasoning before the outcome is known, and if it grows it becomes another income stream that goes back into the account.

Why Canada Matters Here

Almost everything written about premium selling assumes a US account. Canadians get different tools and different traps, Wealthsimple with zero commission options, TFSA rules, and margin that ties up only part of a strike instead of the full amount. This journal is written from inside that setup, not translated from an American one.