Fintech timeline: Flywire’s journey to a US$3.5bn valuation

Boston-based fintech Flywire has tripled its value to $3.5bn following a highly successful IPO. We trace the company’s development to this milestone


Flywire was originally conceived by Iker Marcaide, an international student from Spain attending the famous Massachusetts Institute of Technology (MIT). 

When Marcaide attempted to pay his tuition fees to the university from a foreign bank account, he was met with a transaction process that was opaque, inefficient, and beset on all sides with fees and volatile exchange rates. Marcaide became convinced that he could create a better system.


The company Marcaide founded was called peerTransfer. A team was assembled consisting of people from a wide range of disciplines, including payments, technology, education, and customer service. 

Although it initially started with a single product and one market focus (education), peerTransfer soon managed to cast its net out wider and developed comprehensive receivables solutions for the education, travel, and healthcare sectors, as well as global payments.


2010 to 2013

peerTransfer undertakes three funding rounds during this period: seed (US$1.1m), Series A ($7.5m), and Series B ($6.4m).

In 2013, Mike Massaro was promoted to CEO, a position he still holds today. Originally joining in 2012 as VP of Business Development, Massaro reportedly “[oversaw the company’s] rapid growth and success” from this point on.

2015 to 2018

The company officially rebranded as Flywire in 2015, and also held its largest (at that time) funding round in January the same year, raising $22m.

However, this was soon dwarfed in July 2018 when it generated $100m for its Series D. By this time, Flywire’s investors included Accel, Temasek, and Bain Capital Ventures.


In a landmark year for the company, Flywire’s $120m Series E round brought the company to unicorn status ($1bn+ valuation). Leading the investment was investment bank Goldman Sachs; Ashwin Gupta, MD Goldman’s Merchant Banking Division, said:

“[Flywire brings] together a unique blend of a payments network, platform and vertical-specific solutions to completely digitise the payments experience for [its] clients across industries. We look forward to continuing to help accelerate Flywire’s growth.”


Flywire launched an IPO on 26 May 2021, debuting on the Nasdaq at $34 per share. By the end of the day, the company had reached a new valuation of $3.5bn; in slightly more than a year, it had managed to more than triple its value.

Tempering this good news is Flywire’s ongoing unprofitability, a common challenge for fintech startups - it reportedly lost $9.7m in 2019. However, Massaro told Forbes that he does not expect this trend to continue, “We’re really confident that over the long term, five-plus years, you're going to see the business generating cash.”

Image sourced from Flywire


Featured Articles

Cross-blockchain comms enabler Wormhole lands US$225m

Wormhole, the messaging protocol enabling cross-blockchain communications, has raised a staggering US$225m in new funding

Defaqto: Helping clients ‘make smarter financial decisions’

We look at the life and career of John Milliken, CEO of Defaqto – a company known for issuing star ratings, but with far more going on under the hood…

WorldFirst: Why now is time for SMEs to seek trade in Asia

In this exclusive interview, we speak to VP of Ant Group and WorldFirst CEO Clara Shi, on why now is the time for UK SMEs to trade in new markets

Mastercard webinar: Shaping the Future of Fintech

Financial Services (FinServ)

Embedded finance: Innovating for good

Financial Services (FinServ)

Live today: FinTech LIVE London

Financial Services (FinServ)