Most finance newsletters talk about multi-baggers in theory. We decided to show the actual receipts.
We just updated our About page with every major winning pick executed since 2018… entry, exit, and real multiple.
Go check out the damage and verify it yourself; we’ve published updates every month since June 2024.
Enjoyed the breakdown? If you want us to run a teardown on your own portfolio, feel free to reach out directly.
None of the following should be construed as investment advice. Please consult a financial advisor before making any investment decision.
During the session, the discussion centered on a comprehensive portfolio teardown with our guest subscriber, covering his background, investing strategy, position sizing, and risk management:
Background & Objectives: Deep transitioned from studying commerce to working in VFX in Canada, starting his self-taught investing journey around 2018–2019. His primary goal is achieving financial independence and a seven-figure portfolio before considering a home purchase, strictly avoiding debt.
Evolution of Strategy: Shifting away from early speculative plays in junior gold miners and uranium due to unpredictable geology and cyclical swings, moving toward Canadian small/micro-caps with repeatable fundamentals.
Current Portfolio Themes & Scuttlebutt: A major concentration in turnaround and cash-flow-positive Canadian cannabis companies (such as Auxly and Village Farms). Deep highlighted using real-time consumer tracking tools (headset.io) and grassroots observation (scuttlebutt) on shifting consumer habits from alcohol to cannabis.
Risk Management & Position Sizing: Managing heavy concentration in top holdings versus high-risk “casino” allocations at the bottom of the portfolio (like Avicanna). Our discussion also covered cutting losers quickly (referencing lessons from Hash), trimming positions after doubles, and moving past regret on early exits (such as Carvana or UR-Energy).
Account Structure & Tax Strategy: Allocating higher-conviction core positions in a TFSA (tax-free savings account) to minimize turnover, using cash accounts for rebalancing, and leveraging RRSPs to optimize tax brackets.
Cash Allocation & Dry Powder: We strongly emphasized the strategic value of holding 15–25% in cash equivalents/short-term yields (~5%) rather than staying 100% invested, pointing out how liquidity provides the optionality to capitalize on deep market pullbacks and volatile swings in illiquid exchanges like the TSX Venture.
Hope you enjoy!
Alejandro Yela
