Cash Application Automation01

Cash application automation that holds your matching rules.

We encode each customer’s matching rules — remittance formats, deduction codes, short-pay tolerances — against the ERP and bank feed you already run.

  • AI implementation services
  • Your matching rules, encoded
  • Cash applies itself
  • Only exceptions reach a human

Official services partner of the platforms defining AI

NVIDIAAnthropic
Peter Enestrom, founder of Zaigo

Every engagement is led personally by Peter Enestrom and the Zaigo AI & engineering team

YaleColumbia UniversityMicrosoft
The broken Friday01

The cash arrived. The ledger hasn’t heard.

From AR teams we have sat with: controllers and finance-ops leaders at PE-backed companies from $20M up — not shopping for software, already burned by a tool that couldn’t hold their exceptions.

  • Every VMS sends invoices in a different format

    Roughly 900 invoice variations across 109 VMSs, all arriving by email — your staff carry 20 different tasks, and reconciliation is just one.

  • VMS reconciliation that never reconciles

    VMS data, MSP fees, your own fees, and payroll records each keep their own version of the number — wrong pay rates compound the gap.

  • Payments arrive without usable remittance

    The payment lands from a parent account with no advice attached; it gets force-matched or sits unapplied until month-end.

  • The month-end unapplied-cash pile

    Cash sits in the bank but off the ledger while someone hunts remittance through email threads, and the pile owns the close.

  • The tool that demoed clean, then failed

    The software matched the demo’s remittance files; your deduction codes, short-pay tolerances, and parent-account payments broke it within a month.

What manual costs02

Unapplied cash is a line item, not a feeling.

What the manual way looks like where payments arrive by email and the matching rules live in someone’s head. Your numbers will differ — reconciling one month by hand puts figures on yours before anything gets built.

~900Invoice variations arriving by email across 109 VMSs at one staffing platform
20Tasks its staff carry, of which reconciliation is only one
$5–10MMargin opportunity an ops VP sized on fixing the AR side

From anonymized engagements — a PE-backed national staffing platform and a PE-backed waste-services broker

How it works03

We encode your exceptions.

No new system for your team to learn. The matching rules your best AR person carries in their head become the application.

  1. 01

    Reconcile one month by hand

    We match one month’s bank deposits and remittance against open AR — what matched, what was force-matched, what sat unapplied. That gap is where the rule set starts.

    First month
  2. 02

    Encode each customer’s matching rules

    Remittance formats, deduction codes, short-pay tolerances, parent/child account rollups — documented against the ERP and bank feed you already run, yours to keep.

    Per customer
  3. 03

    Payments apply themselves

    Self-applying from the bank feed; anything that breaks a rule lands in an exception queue, and customers who slip their usual payment cycle surface early.

    Every cycle
Not another tool

The software reads the remittance. It can’t hold your matching rules.

Cash application software demos on clean remittance and fails on your exceptions: the customer who pays from a parent account, the deduction codes only your AR clerk knows, the short-pay tolerance that lives in an email thread.

We work the other way: our AI does the reading — remittance advice, bank feeds, email attachments — and your encoded rules do the judging, so cash applies itself and only exceptions reach a human.

In production
Exception queueWhere a payment lands when it breaks a rule — reviewed by a person, not force-matched
Every cycleBank deposits matched against open AR — no month-end unapplied pile
EarlyWhen customers who slip their usual payment cycle surface
Cash application automation — the natural bolt-on once reconciliation works, plus monitoring clients who miss their usual payment cycle.
Finance/ops leader, PE-backed national staffing platform
Peter Enestrom, founder of Zaigo
Who builds it

Led by Peter Enestrom.

Founder — leads AI & Engineering

Pete Enestrom

Every engagement is led personally by Pete, working with the Zaigo AI & engineering team from the two-week audit through the production handover. The person who scopes the work is the person who builds it.

Education
Yale & ColumbiaGraduate
Background
Microsoft & IntelFormer
Experience
Exited FounderVenture-Backed

Background

Questions04

Asked by controllers and AR managers.

The straight answers, before you book anything.

Cash application is the process of matching incoming customer payments to the open invoices they pay: reading the remittance advice, identifying the invoices covered, accounting for short payments and deductions, and posting the cash in the ERP. It sits between the bank feed and the receivables ledger — the step where paid becomes applied.

Because a payment arrived without usable remittance, or broke a rule nobody wrote down: paid from a parent account, short-paid against a deduction, or covering invoices across several entities at once. Each one waits for a person to investigate, and under close pressure the waiting ones become a pile. It is a rules gap, not a reading gap.

Yes. The automation reads the remittance and bank feed you already have, applies your matching rules — remittance formats, deduction codes, short-pay tolerances, parent/child account rollups — and posts into the ERP you already run. Routine payments self-apply; only rule-breakers reach a review queue. No migration, no new system of record.

Software sells you a platform and a generic matching engine; your team configures it, adopts it, and owns its exceptions. A service encodes your matching rules against the systems you already run and operates the outcome — payments applied, exceptions queued — so your team reviews exceptions instead of configuring software.

Through encoded rules, not guesswork. Each customer’s deduction codes and short-pay tolerances are documented up front: what is a valid deduction, what needs backup, what auto-clears within tolerance. Payments inside the rules apply themselves with the deduction coded; anything outside lands in the exception queue with the reason attached.

Start with one workflow.

Tell us where your team loses hours. We will come back with a straight answer on whether AI can help, what it would take, and what it would pay.