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Long story short, I YOLO’d PL stock back in December 2024 and recently sold off this month for around a $340,000 realized gain. I was banned from WSB for supposedly pumping, even though my reasoning was speculation around the demand for daily Earth pics during wars that Trump would inevitably start. My original post is archived but still up for your entertainment.
Anyway, I’ve been following ROLR High Roller Technologies since January’s news about their entry into regulated US prediction markets with Crypto.com | Derivatives North America, and decided to go all in.
https://preview.redd.it/bd39pmgz3exg1.png?width=729&format=png&auto=webp&s=ce56a55e02c1b262fb1682a4bdb991596c35f471
To save you some reading, here’s why I am bullish:
* These past couple of weeks (April 14, 2026 - April 25, 2026), all the Letters of Intent around prediction markets and marketing partnerships from January turned into definitive agreements.
* US prediction markets are estimated to have $1 trillion in volume and $10 billion in revenue by 2030. Robinhood has been touting its prediction markets product as its biggest revenue driver this year, and recent interest from big firms like ARK Investments, Schwab, and Citadel has me thinking we’re still way early in the game.
* Kalshi is currently a private company with a $22 billion valuation and is the main US prediction markets pure play to compare against. I believe ROLR’s valuation will correct to be at least a billion-dollar company once investors realize how big it is or can become, putting it at \~$100/share without dilution.
* ROLR’s partnership with Crypto.com specifically gives them the regulatory, CFTC-backed structure and compliance pathway needed to combat all of the pressures that others face.
* The management team and board at ROLR are stacked with people in finance and gaming who know how to keep people engaged and how markets work. They come from places like Nasdaq, Mojang, and Penn Entertainment, to name a few.
* They have no debt and rightsized operations in 2025 to operate at a positive net margin, essentially giving them a clean slate to work from. They also recently regained NYSE listing compliance standards from hardships faced in less-regulated markets since IPO.
* Insiders are bullish. Not only explicitly stated in interviews, but over 50% of shares outstanding are owned by insiders, and they continue to buy. The last purchase was the COO in March after earnings. They have never sold a dime of ROLR since IPO in 2024, and some have shares at a cost basis of $8.
* They are also planning to roll out their core casino product in Ontario and Alberta in 2026, which will rake in hundreds of millions in revenue. This was the original reason they IPO’d, and it has been a long time coming. They entered other markets just to stay afloat, but they’re structuring themselves for sustainable revenue streams for the foreseeable future.
* Technical analysis suggests bullish momentum, indicating that the stock is a buy. [https://www.barchart.com/stocks/quotes/ROLR/opinion](https://www.barchart.com/stocks/quotes/ROLR/opinion)
Their [Spring 2026 investor pitch deck](https://d1io3yog0oux5.cloudfront.net/_98e3c34932185f46267caea2ae454e9b/highroller/db/3583/33158/pdf/ROLR+Overview.pdf) sums it up pretty well.
**Now I’m bullish for a whole different reason: a MOASS-type short squeeze.**
Short interest and cost to borrow on this stock have behaved very oddly. I’ve seen cost to borrow go up to 1000% APR and short interest spike up to 60% of the float. Below are some screenshots I’ve taken from different sources as I’ve tracked this.
[Robinhood App data showed 3 million shares short on February 6, 2026.](https://preview.redd.it/jikg1h4q0exg1.png?width=1169&format=png&auto=webp&s=b374583da654ab476c7cee710c8f4ca3ddfec015)
[Fintel showed 1000%+ cost to borrow on ROLR at the end of January 2026.](https://preview.redd.it/nsm1pxnd1exg1.png?width=1199&format=png&auto=webp&s=478aa2d3bbbc83aa8121a67d844436c8eae43aec)
[ThinkOrSwim showing weird spread toward the end of February 2026.](https://preview.redd.it/rrzrnhlh6exg1.png?width=1170&format=png&auto=webp&s=8d92f633553eb29f0cf53b194ee8bbad24108a55)
The April 15, 2026 short interest numbers just came out and show that 1,740,940 million shares were short at that time, putting the stock at 37.55% SI% of float. This is a 488.96% increase from the previous report at the end of March. But here’s the weird part that you don’t see unless you understand the order of events that have occurred around the float since January. After subtracting insider ownership, you have about 4.5 million shares left in the public float per sources like Yahoo Finance, MarketWatch, etc. Now consider the following:
1. On January 9, 2026 Saratoga Casino bought in for $1 million at $2.80 and holding 357,143. These shares are in a lockup period until July 2026, but I doubt Saratoga will dump their shares based on the nature of their investment being strategic (i.e., they want to work with ROLR).
2. On January 21, 2026 ROLR closed a registered direct offering, issuing 1,892,506 shares of common stock at $13.21 per share. The stock price has never reached that level since the offering, so all of those buyers, I assume, are likely still holding and lending since they never had a chance to get out at a profit.
If you subtract these numbers from the float, that leaves at least 2.25 million shares left. But there are now 1,740,940 million shares short, leaving about 500k shares left for shorts if they want to buy back. As of this writing, there are 1,000 shares to borrow at a 160% fee, so I suspect that short interest is still right around where it was reported on April 15.
[chartexchange showing short interest as of April 15, 2025](https://preview.redd.it/o2r89f4s1exg1.png?width=862&format=png&auto=webp&s=4c57a523dae6a0a376d58a0fb0bee190709b6c52)
Another unrelated note, but there are 94,625 warrants to buy ROLR at an exercise price of $16.51, which is a price anchor to consider as this runs up.
I know that short interest numbers are delayed, but MomoScreener is showing close to the numbers I’ve crunched. Less than 300k shares left to actually trade/for shorts to buy back.
[Momo Screener showing \~250k float](https://preview.redd.it/5x1bga6w5exg1.png?width=589&format=png&auto=webp&s=f5394af0cd570cd7b04b08f0fe92a43411312e05)
Having watched the Level 2 spread being so wide and roller (no pun intended) coaster-like price action from trading thin, I think any big buy order can send this way higher than anyone can imagine. I’m keeping an eye on a couple of big-name investors who may take a position in ROLR:
* Cathie Wood from recent interest in prediction markets: [https://x.com/ARKInvest/status/2047063191813788126?s=20](https://x.com/ARKInvest/status/2047063191813788126?s=20)
* Mark Cuban, [who had a connection to Leverage Game Media](https://washingtonmorning.com/2020/07/22/canadian-sports-media-entrepreneur-aaron-avruskin-hits-jackpot-with-playline-sports-lottery-mark-cuban-partnership/), a marketing company that is now a marketing partner of High Roller Technologies.
If any well-known firm or investor takes a substantial position in ROLR (which not a lot have at this point, making the possibility more likely to happen in my opinion), we can see a GREENEST, DIDDYEST, SHREKEST candle up to ever exist in the stock market because shorts made the wrong call and went in with more than they can handle.
TLDR; I’m bullish because of the company’s transformation to generate multiples more revenue in new markets, and even more so now that data is suggesting how 🩳🏴☠️💀 (shorts are dead).
All of the content in this post is my own opinions and assumptions based on months of research. This is not financial advice, and I am not a financial advisor.