October 6, 2026 · 4 min read
Pink Jeepney vs WeTransfer
WeTransfer keeps a file close. Pink Jeepney is trying to let it leave.

The upload is the easy part. Everyone can build an upload. The product is what the file does after that.
WeTransfer taught a whole generation that a file could be a link. You drop it in the browser, you get a URL, the other person does not make an account.
What WeTransfer is actually for
It is still the name people say when they mean “just send the file.” The page is calm. Recipients are not puzzled.
If the file only needed one trip, a home for it is a strange gift.
Their own pages, as of late 2026, put the free plan at 3 GB per transfer, with 10 transfers or 3 GB total in a rolling month, and links that die after 3 days. Free use is framed as personal, not commercial.
The paid ladder is where the commercials go. Starter raises volume and still counts transfers. Ultimate is the one they describe as lifting the size ceiling, with branding and a longer life on the link.
Where it gets awkward
Three days is a rude expiry if your client is on a shoot. Three gigabytes is a short film, not a project. And the free plan is not really for invoices you send every Tuesday.
The numbers, side by side
| Pink Jeepney | WeTransfer | |
|---|---|---|
| Free size | 2 GB | 3 GB |
| Free expiry | 7 days | 3 days |
| Account to send | No | They push for one |
| Password | Paid plans | Paid |
| The top end | 250 GB on Business | Ultimate lifts the cap |
Read the row you care about and ignore the rest. Most people only have one complaint. Size, or time, or the account.
What I would do
I would stay with WeTransfer if you already live in their paid plan, your files are under a few gigabytes, and everyone on the thread already knows the orange page.
I would use Pink Jeepney when I want a delivery with a checkout: one link, a sentence on the ticket, a zip if I sent a pile, and a burn switch if one download should be the end. Free is 2 GB for 7 days, three times a month. Past that the plans are $9, $24, and $59.
If you will still want the file in their account next year, you wanted a drive. If you wanted it gone after they took it, you wanted a transfer.

Written by
David Krug
Twenty-plus years of building cute little websites, and big ones, with an independent footprint. In the Philippines since 2016. Based in Manila, with two children and one amazing partner.
Follow the build · @realDavidKrug

