Trulieve Cannabis Corp. (NYSE: TRLV) begins trading on the New York Stock Exchange tomorrow, marking a major milestone for the company and the broader U.S. cannabis sector as institutional access, liquidity, and visibility expand dramatically. In segment #1 Scott Grossman, Founder of Vindico Capital and author of the widely followed Sunday Sesh Substack will outline what investors should expect on Trulieve’s first full day of NYSE trading, how market makers may approach price discovery, and why this uplisting represents a structural shift for the entire industry. In segment two, Andrew O’Connell, author of the Pristine Capital Substack and a past participant in the U.S. Investing Championship will make his debut on the livestream.
Scott Grossman, founder of Vindico Capital, joined the show to set expectations for the debut on the NYSE. Grossman framed the uplisting as analogous to an IPO — a day-one event where institutional demand is largely unknown and where the most desirable long-term investors tend to be methodical, entering based on levels and macro conditions rather than a single listing date. He flagged that the NYSE had been actively courting Trulieve, suggesting the exchange has a strong commercial incentive to ensure a smooth debut.
Andrew O’Connell, author of the Pristine Capital Substack and a past participant in the U.S. Investing Championship, made his first appearance on the show to offer a liquidity-focused framework for the sector. O’Connell drew a direct parallel to Bitcoin before the arrival of futures trading and spot ETFs, describing cannabis as an inevitability thesis where retail investors can currently front-run institutions because there is no viable on-ramp for larger capital. He pointed out that platforms like Vanguard, where he previously worked, do not yet allow customers to purchase Trulieve or Green Thumb, meaning that the two largest passive holders of almost every other public stock — Vanguard and BlackRock — are entirely absent from the sector. He argued that Russell 2000 index inclusion, which reconstitutes each spring, represents a meaningful 2027 catalyst, and that the removal of 280E tax obligations for medical operators would deliver an earnings-per-share improvement not yet reflected in any current financial models.
Be sure to catch both interviews in full when you tune in.
