GRPN Part II: $55 is Just The Beginning - The Shorts Built Their Own Trap
You read the fundamental case. Now let me show you the plumbing.
I rebuilt the entire ownership stack from scratch as best I could. 120+ filers, cross-referenced across every 13D, 13G, 13F, and Form 4 filed. Even had Claude double check to be sure. What I found is that the float most people think exists doesn't. (in my opinion)
I wont dive into that since my prior post covers it.
This post uncovers the hidden leverage in the plumbing. The things that might worry bulls, shouldn't.
**The Notes Aren't the Problem for a Short Squeeze in the slightest.**
**They're an Exit Ramp for GRPN and a catapult for further short covering.**
The bear case on the balance sheet used to have teeth. $244M in convertible debt, near-term maturities, a company that couldn't refinance at gunpoint.
That was then. Last June, Groupon exchanged the 2026 and 2027 notes into a single new series, 4.875% Convertible Senior Notes due 2030. Nothing callable until July 2028, nothing due until 2030.
But here's what nobody is talking about as a shareholder.
We want the conversion price on those 2030 notes to execute.
Yes, I said it. I want that dilution at those levels and here's why.
Think about what that means in the context of a squeeze. The notes don't even become convertible until the stock sustains above $70.25, that's 130% of the $54.04 conversion price, for at least 20 out of 30 trading days in a prior calendar quarter. So at $55, $60, $65, noteholders are just sitting there watching the move with zero ability to convert and sell into it. The conversion window doesn't even open until the quarter after the stock has proven it can hold above $70. Even at that point, yes noteholders control whether to convert (once the window opens). Groupon controls how they settle it when conversion happens. Whether that's cash, stock, or a mix (probably would be heavier on the stock side if I'm being realistic). Senkypl is not going to dilute Pale Fire's position if he doesn't have to. $244 million of balance sheet debt would be wiped out immediately and the only way it even starts to become a discussion for existing shareholders is if the stock first sustains above $70.
**The bears built their whole balance sheet argument on debt that, at squeeze prices, converts itself out of existence. The best part, it doesn't even hurt us.**
Senkypl is pushing buybacks **hard**, we saw that last quarter, retiring float periodically, but more that their Free Cash Flow, that's aggressive. He's the largest shareholder. He feels every newly issued share personally. He's not going to sit on a approximately $223M remaining buyback authorization and watch conversion significantly dilute Pale Fire's position without doing something about it. The buyback are periodically taking out chunks of shares that would lighten the blow of dilution if complete conversion happened.
So the sequence, if this moves: shorts cover into an 8.9M loanable supply (based on my previous analysis) backing 13.87M of reported short interest. Stock trades through $54. Notes convert if it maintains a price level of $70.25 for at least 20 out of 30 trading days in a prior calendar quarter. $244M of debt gone. Buyback absorbs any true impact of the dilution. Groupon exits the squeeze with a cleaner balance sheet than it had going in.
The shorts didn't just pick the wrong stock. They accidentally built the mechanism for the company's own recapitalization.
**CEO's PSU's**
Let's talk about what Senkypl actually signed up for.
The total grant was 1,393,948 PSUs, split equally across four price hurdles. Every hurdle cleared puts another 348,487 shares into play, vesting in thirds across May 2025, May 2026, and May 2027.
The ladder looks like this:
Tranche 1 at $14.86: Cleared.
Tranche 2 at $20.14: Cleared on the run to $43.
Tranche 3 at $31.01: Cleared on the run to $43.
Tranche 4 at $68.82: Not cleared. 348,487 shares sitting there waiting.
*Source for the above: (https://www.sec.gov/Archives/edgar/data/1490281/000149028124000069/exhibit103-ceonoticeofgran.htm)*
He gets paid at every rung he clears, not just the top. The structure is designed so that every dollar of stock price performance delivers more. But the final 348,487 shares, the ones tied to $68.82, don't move until the stock gets there and holds a 90-day VWAP above that level.
Before anyone raises dilution, the total remaining PSU overhang is roughly 348,487 shares on that final tranche plus whatever partial vesting remains on the earlier tranches. Against 39.2 million shares outstanding, it's rounding error.
He's not a hired-gun CEO collecting a base salary either way. His 2025 base salary was $150,000 and a nice bonus ($54,405). Yea read that again, that's what THE CEO is making. That is extremely low compared to peers, he likes the equity. He's not here for the salary. He came in through Pale Fire as an activist, took the seat himself, and has been buying shares in the open market personally on top of the fund's 10.18M and on top of the PSUs. His net worth is substantially this stock. Every buyback dollar, every note that converts, every short that covers, he feels it three ways simultaneously.
The last time this stock looked remotely like this setup it went from $10 to $43. That move happened when the float was less constrained, when the note structure was messier, and before Senkypl had restructured the debt and extended the runway.
$50 is not the ceiling. It's where the mechanism starts to get interesting.
The math is the math.
**TLDR:** The $244M in convertible debt doesn't become a conversation until the stock sustains above $70, at which point it converts itself off the balance sheet while the $223M buyback has the potential to absorb the dilution. Bears want bulls to fear this dilution, I welcome it.
Price target: $55 base case if squeeze mechanics alone do the work. If my loanable supply math holds, the real short interest has to cover into a float that doesn't exist. That's not a $55 outcome. That's $100+. Not a gradual jump to $100 either a very, very violent one. This stock can move in 25 cent ticks on low volume.
**Long GRPN. Game on.**
Not advice.