Cushion was acquired by LendingClub in April 2025 Read the press release ↗
A tribute · 2016 – 2025

We spent nine years building AI-powered tools to help people navigate a financial system that is confusing, costly, and ever-changing.

1M+
consumers onboarded
$1.46T
in transactions analyzed
30M+
emails processed
$21M
raised
$15M+
in bank fees refunded
4.8★
on ~3,000 reviews

Built on the belief that everyone deserves a financial cushion.

Paul Kesserwani grew up in Lebanon watching what happens when a financial system fails people. Not as an abstraction, but up close. When he came to America for college, he watched the 2008 housing collapse unfold and realized the problem was not unique to any one country. Ordinary people everywhere were caught in a system that made it easy to spend and nearly impossible to get ahead.

Cushion started in 2016 with a deceptively simple idea: use technology to fight back. Not metaphorically. Literally. The team built bots (using AI before AI was cool) that negotiated with human bank agents at scale, getting fees waived on behalf of people who did not know they could ask, or who did not have the time or confidence to try. They named the company Cushion because everyone deserves one.

“When we noticed consumers leaning on Buy Now Pay Later to finance everyday expenses, we knew we had to drop everything and build for this new, soon-to-be-mainstream, payment method.”

By 2021, the data was telling a story nobody else was paying attention to. Coming out of COVID, two things were happening at once: consumers were leaning on buy now, pay later providers more than ever, and the average payment size was shrinking fast. People had gone from financing TVs and Coachella tickets to financing groceries, gas, and fast food. Affirm, Klarna, Afterpay and others were quietly becoming infrastructure for everyday spending, and nobody had a full picture of what that meant for people carrying loans across five different apps.

BNPL providers had no incentive to share loan data, and Cushion was not willing to wait them out. The answer turned out to be hiding in plain sight: people’s email inboxes. Buried in confirmation emails and payment reminders was messy, fragmented, non-standardized loan data — but it was all there. Cushion’s ML team spent two years building the infrastructure to pull it together, turning messy, inconsistent inbox data into the first structured BNPL data layer in consumer finance. They processed 30 million emails and reconstructed $300 million in loans. Then kept going: utilities, subscriptions, free trials, SKU-level purchase data, credit card statements. If the inbox was a goldmine, Cushion built the mine.

Paul Kesserwani on stage at Money 20/20
Money 20/20, Las Vegas — 2023

A few snapshots from the journey.

2016

Founded · Secured cushion.ai

Launched in San Francisco with one of the first .ai domains in fintech. Built AI-powered bots to negotiate bank fees with human agents at scale, years before anyone was using that language.

2017

Pre-seed round · Afore Capital, 500 Fintech, and angels

Secured pre-seed funding led by Afore Capital and 500 Fintech, with participation from angels including Jake Gibson, Sheel Mohnot, Sam Hodges, and others.

2018

Launched fee negotiator as a Facebook bot

Shipped the first public version of the fee negotiator as a Facebook Messenger bot, earning early traction and making noise in fintech circles. Named a SXSW Most Innovative Fintech finalist.

2019

Seed round · Expanded bank coverage

Closed the seed round and scaled the fee negotiator from a handful of banks to full coverage across all major U.S. banks.

2020

$15M+ in bank fees refunded · Progressive web app

Launched a full progressive web app and helped over a 100,000+ people recover more than $15 million in bank fees during one of the worst economic crises in a generation. The product worked when people needed it most.

2021

The BNPL insight · Pivot to bills

Spotted the shift from big-ticket to everyday BNPL spending in Cushion's transaction data before the market noticed. Began building the industry's first BNPL management layer.

2022

$12M Series A · Email inbox aggregator

Raised a $12M Series A to solve the BNPL data access problem. Built the first structured BNPL data layer from email inboxes: 30M+ emails processed, $300M+ in loans reconstructed.

2023

Cushion Card · Top of wallet

Launched the Cushion Card as the primary payment method for bills and BNPL. 75% of users put it on file within 48 hours. $500+ per user per month in payment volume, with no rewards program and no lending.

2024

$40M+ in payments processed

Processed $40M+ in bill and BNPL payments. 86% inbox connectivity rate. A lean team running a tight, high-performing operation.

2025

Acquired by LendingClub

LendingClub acquired Cushion's technology, data, and select team members.

2017Bank Innovation — 5 Startups to WatchPress
2018SXSW — Most Innovative Fintechs, FinalistAward
2019TechCrunch — Cushion wants to negotiate bank fees on your behalfPress
2022Money 20/20 — The BNPL ExplosionStage
2023Money 20/20 — Main stageStage
2023AngelList — Top 10 Fintech for attracting talentAward
2024Plaid Effects — Featured customer on stageStage

Things that didn't exist
until we built them.

01

AI fee negotiation at scale

ML-powered bots negotiating with human bank agents, built in 2016, years before conversational AI became a mainstream concept.

02

Plaid for BNPL

The first structured data layer for buy now, pay later loans, reconstructed from email inboxes when providers refused to open their APIs. 30M+ emails. $300M+ in loans.

03

BNPL credit builder

The only product to report pay-in-4 BNPL repayments to Experian, making invisible "phantom loans" count toward building credit. Over 80% of BNPL loans were previously unreported.

04

Bill calendar sync

Calendar Wizard automatically streamed bill and BNPL due dates into users' Google and Yahoo Calendars, a deceptively simple idea nobody else had shipped as a product.

05

SKU-level purchase data from email

Item-level purchase details extracted from Amazon, Walmart, and other retailer emails, turning "Amazon $100" into the actual products purchased, with images and links.

06

Inbox aggregator for consumer finance

Turned the email inbox into a full financial data layer: BNPL, utilities, subscriptions, free trials, credit card statements, and more. Plaid for the inbox, before LLMs made it fashionable.

Cushion’s tech finds
its biggest stage.

In April 2025, LendingClub acquired Cushion's IP and select team members. As LendingClub was rolling out DebtIQ, its first major member engagement product, Cushion's experience building high-engagement consumer finance tools was a natural fit. The tech and data built over nine years now has the potential to reach LendingClub's five million-plus members.

Acquired · April 2025

LendingClub acquires AI-powered spending intelligence platform

Read the press release

Thank you.

To the team that showed up every day and built something real.To the investors who believed early and supported us often.To the million people who trusted us with their finances.

Building anything real takes longer than you expect, costs more than you plan, and requires people who believe in the mission even when the mission is hard. We had those people. That made all the difference.
— Paul Kesserwani, Founder & CEO