The finance software company spent years teaching machines to match payments with invoices. Now it is putting a share of its fees on the results.
A signed contract is a promise. Monk is building the machinery that turns it into cash, one missing purchase order and awkward follow-up at a time.
The invoice is correct. The money is missing. Upflow’s wager is that better coordination, easier payments and a little tact can close the distance between the two.
A sale can look splendid on paper and remain stubbornly absent from the bank. Tesorio builds software for the awkward journey between the two.
An invoice can be approved, paid, and perfectly wrong. OpenEnvoy is building a finance business around checking the details while the money is still yours.
Confido began with a mundane problem: the check from a retailer rarely matches the invoice. Its answer grew into one system for the money, promotions, and forecasts behind a consumer brand.
Quadient Accounts Receivable Automation grew from YayPay's bet that collecting money should be a system, not a scavenger hunt through inboxes. Its best evidence is in the days finance teams got back.

He began by auditing accounts receivable, taught himself to code through games, and arrived at Monk with an unusually useful question: how do you automate money without losing the evidence?
Versapay spent two decades learning that the hard part of B2B payments is not moving money. It is explaining what the money was for - and getting that answer back into the books without a scavenger hunt.
Payra bootstrapped its way into a $200 billion corner of the economy that still runs on paper checks and spreadsheets - then took $15 million to speed it up.
Glimpse is an AI-native platform that automates deduction management for consumer packaged goods (CPG) brands. Its AI agents log into retailer portals, gather scattered documents, classify and validate deductions against internal data like promotion calendars and supply-chain records, then file disputes and recover cash that brands would otherwise write off. Founded in 2024 by three Purdue classmates after pivoting from an Airbnb product-placement startup, Glimpse works with 200+ brands and retail partners including Suave, Chapstick and Lemon Perfect, and raised a $35M Series A led by Andreessen Horowitz in March 2026.
Ascend is a San Francisco-based financial operations platform purpose-built for the insurance industry. It automates the money workflows brokers, agencies, wholesalers, MGAs and carriers deal with every day - billing and invoicing, premium collection and financing, cash application, commission reconciliation and carrier payables - so businesses close their books faster and cut manual accounting work. Founded in 2021 by Andrew Wynn and Praveen Chekuri, the company is trusted by more than 4,000 insurance businesses, including over half of the 50 largest brokers in the US, and in 2026 agreed to merge with premium finance firm Honor Capital to form what the companies describe as insurance's first fully vertically integrated, AI-powered financial operations platform.
Comulate builds AI-powered accounting automation and revenue-intelligence software for large insurance brokers. Its platform handles the industry's most manual, error-prone back-office work - direct billing, cash application, carrier payables and revenue integrity - by extracting data from disparate sources, reconciling it against policy systems, and flagging discrepancies. Founded in 2022 by former Asana and Brex operators Jordan Katz and Michael Mattheakis, the San Francisco company scaled to eight-figure revenue in under three years and raised a $20M Series B led by BOND and Workday Ventures in February 2025.
Fazeshift is a San Francisco AI company building autonomous agents that run the accounts receivable process end to end - generating invoices, matching payments, chasing collections, reconciling cash and updating systems of record. Founded in 2023 by Caitlin Leksana and Timmy Galvin and launched out of Y Combinator's Summer 2024 batch, the company sits as an intelligent control layer across ERPs, CRMs, bank portals and email, and says it now automates more than 90% of manual AR work for its enterprise customers.
Growfin is a B2B SaaS company that builds an AI-powered accounts receivable (AR) automation platform - effectively a 'Finance CRM' - that helps finance teams track invoices, automate collections, match and post payments, and forecast cash inflow. Founded in 2020 by ex-Freshworks product and engineering leaders Aravind Gopalan and Raja Jayaraman, the company connects finance, sales, and customer success teams to accelerate cash collection and give CFOs visibility and predictability over receivables.
Billtrust is a cloud-based fintech that automates the entire order-to-cash and invoice-to-cash cycle for B2B businesses - credit decisioning, online ordering, invoice delivery, payments, cash application, and collections. Founded in 2001 by Flint Lane, it went public via SPAC in 2021 (Nasdaq: BTRS) and was taken private by EQT in late 2022 for about $1.7 billion. Its Business Payments Network connects buyers, suppliers, and banks to move trillions in B2B payments with far less manual work.