How an Apple vet is teaching an old fintech new tricks
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How an Apple vet is teaching an old fintech new tricks

Why This Matters

MoneyGram's new CEO Anthony Soohoo, is introducing a culture of growth at a company that hadn’t experienced it for decades.

September 23, 2025
10:46 AM
7 min read
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s·Term SheetHow an Apple vet is teaching an old fin new tricksBy Jeff John RobertsBy Jeff John RobertsEditor, Finance and CryptoJeff John RobertsEditor, Finance and CryptoJeff John Roberts is the Finance and Crypto editor at Fortune, overseeing coverage of the blockchain and how nology is changing finance.SEE FULL BIO Photo Illustration by Pavlo Gonchar/SOPA Images/LightRocket via Getty ImageGood morning, everyone, it’s Finance Editor Jeff John Roberts pinch-hitting for Allie.

In my day job, I talk to a lot of folks in the fin and crypto space who are actively disrupting the legacy financial stack.

So when MoneyGram reached out to tell me how they are staying competitive in this fast-evolving market, I was skeptical, to say the least.

But after speaking with new CEO Anthony Soohoo—who cut his teeth at Apple and led digital transformation initiatives at Walmart and CBS—I came away with a different impression.

MoneyGram, if you’re unfamiliar, is a textbook case of the innovator’s dilemma.

The company started out in 1940 as Travelers Express, which specialized in money orders, and was acquired by Greyhound to be part of the bus company’s suite of services.

In 1988, that firm bought a smaller slinger of paper-based money services called MoneyGram, and a few years later adopted its name.

You can bably guess how MoneyGram, with a distribution model that relied heavily on bus stations, fared when the era of Venmo and blockchain came along.

By 2023, it looked the end of the road as the company was drowning in debt and limping along with its price in single digits.

That year, though, it got a lifeline when PE firm Madison Dearborn Partners took MoneyGram private and appointed Soohoo as CEO last fall.

Since his appointment, Soohoo has wasted little time accelerating MoneyGram’s transition into a competitive force.

Over lunch, the new CEO told me that digital transactions accounted for only 20% of total transactions in 2019, but had climbed to 50% when he took over.

During his tenure, he has already boosted that to 70% and, in another impressive feat, integrated a stablecoin tool into MoneyGram’s app.

The company rolled out the stablecoin offering last week in Colombia, which Soohoo says is an ideal test market given that the country has a large remittance economy and MoneyGram has over 6,000 retail locations there.

MoneyGram doesn’t its financials, but a spokesperson described it as “consistently fitable” with positive and growing free cash flow.

I asked Soohoo how he went the daunting task of retooling a legacy company to compete in the ferociously competitive fin sector.

He says the job has been a three-part challenge, the first of which has been transforming the organizational culture by putting in place the right teams and leaders.

That has included hiring a former Klarna VP, Luke Tuttle, to serve as MoneyGram’s Chief nology Officer. The second challenge, Soohoo says, relates to duct building.

On this front, he says, his time at Apple—where he interned and worked for four years—served him well.

Soohoo recalled working on the company’s famous clamshell laptops and how he learned from Steve Jobs’ relentless focus on the customer experience.

“Watching the way a user uses the duct tells you what they need. You compete where you can be different,” he said.

Finally, Soohoo said he has had to introduce a culture of growth at a company that hadn’t experienced it for decades.

On this front, he says, the task has been all patience and recognizing that “no one gets to 3.0 right away.” More broadly, Soohoo says that communication is a critical tool for achieving all of this—from a growth mindset to duct excellence—and that he views his ability to use plain language as his executive superpower.

But what the name? I point out that MoneyGram sounds the old-fashioned word telegram, and that this must be an obstacle to modernizing the brand.

Not at all, says Soohoo, who is quick to point out that the company’s name also sounds Instagram.

“Having ‘gram’ in our name is a huge advantage … It suggests people sending love to family and community,” he smiles.

It’s too soon to say if MoneyGram will be able to pull off the daunting task of competing with both the legacy giant Western Union as well as newer titans of money transfer Wise and PayPal.

But I did come away from our lunch thinking those competitors better not sleep on this Soohoo guy. Jeff John RobertsX: @jeffjohnroberts: jeff.roberts@fortune.com Submit a deal for the Term Sheet here.

Joey Abrams curated the deals section of today’s . here. VENTURE DEALS- Cardless, a San Francisco-based credit card platform, raised $60 million in Series C funding.

Spark Capital led the round and was joined by Activant, Pear, and others.- ATEC, a Victoria, Australia-based developer of smart electric cookstoves, raised $15.5 million in funding.

Lightrock and TRIREC led the round and were joined by Schneider Electric Energy Access Asia Fund.- Sunhat, a Cologne, Germany-based AI-powered reporting platform, raised €9.2 million ($10.8 million) in Series A funding.

CommerzVentures led the round and was joined by existing investors Capnamic, EnBW New Ventures, xdeck, and WEPA Ventures.- Tilt, a Miami, Fla.-based AI-powered direct indexing platform, raised $7.1 million in seed funding.

Portage and Lerer Hippeau led the round and were joined by Golden Ventures, Real Ventures, Cumberland Investments, and FJ Labs.- Forgent, a Berlin, Germany-based AI platform designed to help es win public sector contracts, raised €4.3 million ($5.1 million) in pre-seed funding.

Cherry Ventures led the round and was joined by angel investors.- sper AI, a New York City-based developer of AI voice agents for health care operations, raised $5 million in seed funding.

Emergence Capital led the round and was joined by Y Combinator, CRV, and Company Ventures.- Helios AI, a Tysons, Va.-based developer of an AI co-pilot for food supply chains, raised $4.7 million in seed funding.

Collide Capital led the round and was joined by S&P Global Ventures, Stray Dog Capital, Angeles VC, Equity Alliance, and Supply Change Capital.- Mycroft, a Toronto, Canada-based AI platform designed to serve as a security and compliance officer, raised $3.5 million in funding.

Luge Capital led the round and was joined by Brightspark Ventures, Graphite Ventures, and existing investors.PRIVATE EQUITY- Allwyn International agreed to acquire a majority stake in PrizePicks, an Atlanta, Ga.-based sports gambling platform, for an expected initial cash consideration of $1.6 billion.- Carrick Capital Partners acquired a majority stake in Intelligo, a New York City-based risk intelligence platform.

Financial terms were not disclosed.- E Source, a portfolio company of Align Capital Partners, acquired CF Power, a Wilmington, Del.-based power systems engineering firm.

Financial terms were not disclosed.IPOS- Neptune Insurance Holdings, a St.

Petersburg, Fla.-based flood insurance company, now plans to raise up to $368 million in an offering of 18.4 million s priced between $18 and $20. New York Stock Exchange.

The company posted $137 million in revenue for the year June 30. Bregal Sagemount, FTV Capital, Trevor Burgess, James D. Albert, and Wilbur L.

Martin back the company.- Commercial Bancgroup, a Harrogate, Tenn.-based community bank company, plans to raise up to $104 million in an offering of 3.7 million s priced between $25.75 to $27.75.

The company posted $89 million in revenue for the year June 30.

PEOPLE- Greenfield Partners, a New York City and Tel Aviv, Israel-based growth equity firm, moted Ortal Sasson-Hendin, Meir Cohen, and Josh Trup to principal.This is the web version of Term Sheet, a daily on the biggest deals and dealmakers in venture capital and private equity.

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