OPINION • 2026-02-09

AIG's Billion-Dollar Insurance Tango with Convex and Onex: A Roast-Worthy Due Diligence Dive

In a move that's equal parts bold and eyebrow-raising, AIG shells out over $2.7 billion for stakes in Convex and Onex. This salty opinion piece dissects the deal's guts, roasts the risks, and questions if it's a savvy pivot or just another insurance headache.
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AIG's Billion-Dollar Insurance Tango with Convex and Onex: A Roast-Worthy Due Diligence Dive

Oh, for fuck's sake, AIG—didn't you learn anything from the last time you played fast and loose with billions? Here we are in 2024, and the old insurance behemoth is back at it, dropping a casual $2.742 billion on minority stakes in Convex Group and Onex Corporation. It's like watching your uncle who swore off the slots after losing the house down payment, only to sneak back into the casino with the kids' college fund. But hey, let's not get ahead of ourselves. This is due diligence, not a therapy session. Time to crack open this deal like a stale fortune cookie and see if there's any wisdom inside—or just more bad juju.

The Deal: Because Why Not Throw Money at More Insurance?

Straight up, AIG's forking over $2.1 billion for a 35% stake in Convex, that shiny UK-based specialty insurer that's been strutting around like it owns the reinsurance runway. Then, they're tacking on $642 million for a measly 9.9% slice of Onex, the Canadian asset manager that's basically a holding company for holding companies. Total tab? About $2.742 billion. Not pocket change, even for a giant like AIG, whose market cap hovers around the $50 billion mark these days.

The pitch? This isn't just blind date investing. It's tied to a "new reinsurance partnership" on Convex's specialty portfolio. AIG's jumping into a whole-account quota share of Convex's business, meaning they're reinsuring a chunk of it while deploying capital through equity and reinsurance. The goal, per the announcement, is to beef up AIG's footprint in global specialty (re)insurance and alternative assets. Sounds fancy, right? Like they're finally evolving from peddling car insurance to grandma into something resembling high finance.

But let's be real: insurance is the ultimate snoozefest wrapped in actuarial tables. AIG's betting this will juice long-term earnings and capital efficiency. And get this—they're projecting it to be accretive to earnings and return on equity starting in 2026. Accretive. There's a word that screams 'trust me, bro.' We're talking future gains here, not instant gratification. In the meantime, AIG's balance sheet takes a hit, and shareholders twiddle their thumbs waiting for the magic to happen.

Roasting the Rationale: Is This Growth or Just Desperation in a Boring Suit?

Look, AIG's no stranger to reinvention. Remember 2008? The financial crisis bailout that made them the poster child for 'too big to fail'? Yeah, that hangover's still lingering. Fast-forward to now, and they're shedding legacy baggage, refocusing on core insurance ops. This deal fits the narrative: partner with Convex, a nimble player founded in 2019 by ex-AIG execs (irony much?), to tap into specialty lines like marine, energy, and cyber risks—markets that are hot but volatile as hell.

Onex? They're the quiet type, managing alternative assets with a portfolio that includes healthcare, industrials, and more. A 9.9% stake keeps AIG just shy of control, but it opens doors to co-investments and that sweet alternative asset exposure. The salt here? Why not go all-in if you're so bullish? 9.9% smells like they're dipping a toe in the pool while keeping the life jacket on. Cautious? Or just hedging bets because deep down, they know insurance deals can curdle faster than milk in a heatwave?

Humor me for a sec: imagine AIG's boardroom. 'Hey, let's buy into companies that do what we used to do better, but with more British flair.' Convex is all about that agile, specialist vibe, unburdened by AIG's ancient bureaucracy. This stake could be AIG's way of outsourcing coolness—or at least borrowing some. But accretive from 2026? That's code for 'we're burning cash now, pray for no catastrophes in the interim.' Hurricanes, wildfires, pandemics—insurance's favorite party crashers—could turn this party into a funeral.

The Risks: Because Nothing Says 'Fun' Like Underwriting Uncertainty

Due diligence demands we stare the ugly truths in the face, and this deal's got a few warts. First off, $2.742 billion is a big boy number. AIG's got the war chest—post-2008 reforms left them with solid liquidity—but tying up that much in illiquid stakes? It's like locking your bike to a lamppost in a sketchy alley and calling it secure. If markets tank or reinsurance demand dries up, those stakes could be worth less than a politician's promise.

Convex is young and feisty, but youth in insurance means unproven track record. Founded in 2020 amid COVID chaos, they've grown fast, but fast growth often hides cracks. Their specialty portfolio? High-margin, sure, but exposed to tail risks—like a cyber apocalypse or geopolitical fuckery in energy markets. AIG's quota share means they're on the hook for losses, quota-style. Share the premiums, share the pain. Delicious.

Onex side? They're diversified, but alternative assets are the Wild West. Private equity, credit funds—shit gets real when liquidity evaporates. AIG's 9.9% is passive-ish, but any whiff of trouble in Onex's holdings (think overleveraged buyouts) and poof, value erosion. And let's not forget regulatory hurdles. Cross-border deals like this invite scrutiny from the SEC, FCA, and whoever else wants a cut. Delays? Fines? The bureaucratic salt shaker never runs empty.

Oh, and earnings accretion in 2026? That's optimistic AF. Assumes stable rates, no major claims spikes, and smooth integration. In insurance, that's like betting on a unicorn rodeo. If inflation bites or interest rates yo-yo, capital efficiency goes out the window. AIG's ROE has been meh lately—around 10%—and this deal's supposed to lift it. But if it flops, expect the stock to do that classic insurance dip: slow bleed into irrelevance.

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The Upside: Silver Linings in This Cloudy Reinsurance Sky

Alright, enough doom-scrolling. Let's salt the wound with some potential wins, because due diligence isn't all piss and vinegar. This deal positions AIG as a player in the specialty reinsurance boom. Global demand for coverage in niche areas is skyrocketing—cyber threats alone are a multi-trillion headache. Convex's got the expertise; AIG brings the scale. That 35% stake isn't control, but it's influence: board seats, strategic input, maybe even tech synergies to drag AIG into the 21st century.

The quota share? Smart if executed right. It de-risks AIG's exposure while earning fees. Reinsurance is the insurance of insurance—profitable when the underlying business hums. And Onex? Access to alternatives diversifies AIG beyond vanilla policies. Think higher yields in a low-rate world (even if rates are climbing now). Long-term, this could stabilize earnings volatility, that eternal insurance curse.

Factual flex: AIG's been on a divestiture spree, selling off life insurance arms to focus on P&C. This fits: inorganic growth without the full M&A mess. No goodwill impairments, just clean equity infusion. If Convex and Onex perform—and history shows specialist insurers can crush it in bull cycles—this could be the catalyst AIG needs to shed its 'boring legacy' tag. ROE bump from 2026? Plausible if catastrophe losses stay biblical (as in, not too much).

But here's the meme-worthy kicker: in a world where tech bros chase AI unicorns, AIG's grinding on policies. Respectable? Hell yeah. Glamorous? About as much as watching paint dry on a Lloyd's of London underwriting slip. Still, if this deal pays off, AIG might just graduate from bailout punchline to quiet compounder.

Wrapping the Roast: Due Diligence Verdict, Hold the Hype

So, is this a masterstroke or a misguided money pit? Factually, it's a calculated bet on reinsurance evolution. AIG's leveraging partnerships to punch above its post-crisis weight, targeting growth in underserved markets. The numbers check out—$2.1 billion for 35% of a firm valued implicitly around $6 billion, plus the Onex play at a discount to assets. But risks loom large: execution snags, market shifts, and that ever-present specter of insurance unpredictability.

In due diligence terms, it's intriguing but not earth-shattering. AIG's not revolutionizing the industry; they're just trying to not get left in the dust. Salty take? It's like a middle-aged dad getting a tattoo to impress the kids—bold, but does it really change the vibe? We'll see in 2026 if the accretion materializes or if it's just more hot air. Until then, shareholders, buckle up. Insurance never sleeps, and neither does the sarcasm.

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