Bringing AI in at Affirm

Trace failed checkouts to ranked causes before merchants escalate

Published Oct 23, 2026

You’re a forward deployed engineer working with Affirm’s engineering team. The team is in the room.

The setting

is a buy now, pay later company that offers installment loans at checkout to shoppers and payment tools to merchants. is the pay-over-time financing that merchants add to their checkout.

The fastest incident explanation is not always the one an engineer can safely trust.

Partner merchants need a prompt answer, while checkout APIs need evidence strong enough to support a production fix.

Who you’d be doing this for

“My checkout lead keeps asking what failed, and I’m still forwarding screenshots between two teams.”

Nayeli Aguilar · Merchant Payments Manager · a character in this brief

Owns financing performance and incident escalation for a commerce platform using the checkout APIs.

What is at stake

Merchant payments managers are receiving successful-looking responses while shoppers still fail to complete financing. You have to decide at what point in an alert-to-cause trace an engineer takes over, and whether that point is the ranked candidate list or the confirmation of a cause.

Why it isn’t already fixed

Every obvious fix costs something else. That’s the part you’d have to decide.

  • stable first explanation vs. revised causes per example
  • cross-system context vs. incident-data boundaries
  • automation coverage vs. on-call signal quality
  • pilot learning vs. checkout reliability

Why Affirm

Merchant integration APIs carry checkout financing for commerce platforms and enterprise partners, so unresolved failures reach merchants at the payment moment.

Written with these in mind

forward deployed engineersolutions engineerapplied AI systems builder

Not your kind of problem? 128 more at Affirm, or browse every organization.

Where the organization context comes fromThe postings this brief was written from, and the reporting read before it.

The organization context comes from public information. The situation and characters are written for the brief.

Job postings it was written from

Public descriptions of the work at Affirm. They are listed as sources, not as openings. The lines under a posting are its own words, where it meets this brief.

This is the setup. The work is inside.

Running it puts you in the room: the full situation and its constraints, stakeholders who push back in their own words, and the decisions that are yours to make. What you produce becomes a Day One Plan — work you can show someone instead of describing.

Other live briefs connected to this one, and what connects them.

Similar problems at other organizations

Like this one, each of these is about money moving incorrectly, late, or twice.

The same setting, from another role

Each is set around Affirm’s Affirm for Merchants, written for a different role. They’re separate briefs, not the same scenario.

Other problems with a similar purpose

In each of these, as in this one, the aim is to use evidence to make delivery leaner and more efficient without treating reliability as something to trade away.