Why can’t one company’s wallet fix this for everyone?
Because group payment tools fail at the seams between people, and a
single-network feature creates new seams. In 1988, Jonathan Grudin
published a paper that has aged unnervingly well: “Why CSCW
applications fail.” Studying why software built for groups kept
flopping, he identified a structural trap: in group software, the
people who do the work are often not the ones who get the benefit.
That trap is all over a bolted-on bill splitter. The organizer does
nearly all the labor — scanning, assigning, requesting, chasing
— while the benefit (a settled tab) is spread across everyone.
Grudin’s second problem compounds it: software built around a
single user’s decisions tends to break when a whole group has to
act together. Apple’s feature runs on Apple
Cash, which is US-only and assumes everyone you’re splitting with
is on it too. The moment one person at the table is on Android, abroad,
or simply uses Venmo, the elegant in-Wallet flow turns back into the old
coordination scramble: screenshots, manual requests, “just Venmo
me.”
And that fragmentation is structural. US payment-app adoption is
spread across competing networks with no universal one: in a Pew
Research Center survey of 6,034 US adults, 57% said they had ever used
PayPal, 38% Venmo, 36% Zelle, and 26% Cash App. Those are
lifetime-use rates, not a measure of who pays whom at dinner —
but they show there is no single app the whole country is on, which is
exactly the condition a single-rail feature needs. When adoption is
split like that, a mixed group can easily span several apps rather
than one.
57% of US adults have used PayPal
38% have used Venmo
36% have used Zelle
26% have used Cash App
Peer-to-peer apps are mainstream — by 2022 they handled about
half of all US person-to-person payments, a share that held steady in
2023, per the Federal Reserve’s Diary of Consumer Payment Choice.
But mainstream isn’t the same as universal. A feature that
collects only through Apple Cash asks a table that already carries
Venmo, Zelle, and Cash App to converge on one more rail — exactly
the coordination step Grudin’s research says groupware keeps
failing.
Sources: Pew Research Center (2022, n=6,034); Federal Reserve Financial Services, 2024 Diary of Consumer Payment Choice.
Scan receipt & assign itemsYesYes
Tax & tip split proportionallyYesYes
Works if you don’t use Apple CashNoYes
Works outside the USNoYes
Recipients avoid installing anythingNeed Apple CashOnly one person needs the app
Requests in each person’s own appApple Cash onlyVenmo, Cash App, PayPal, Monzo, Revolut, more
Source: Jonathan Grudin, “Why CSCW applications fail,” Proceedings of the 1988 ACM Conference on Computer-Supported Cooperative Work (1988).