Fundraising Fox

Gerald Technologies, Inc

YC W21

New York City, US · Founded 2018 · 12 employees · 4 known investors

Gerald is an online retailer specializing in recurring and essential household products for individuals and families on tight budgets. The platform aims to provide affordable access to everyday essentials without financial strain.

Also known as Gerald · Gerald (YC W21)

ConsumerDirect to ConsumerE-commerceFintechPaymentsUnited States of AmericaAmerica / CanadaFully Remote

Founders & leadership· Y Combinator alumni (W21)

Gerald Technologies, Inc was founded in 2018 by Ola Okeshola and Nikos Karamolegkos.

OOOla Okeshola
Ola OkesholaFounderOla Okeshola previously served as CEO of Quick.me and VP at Neuberger Berman, a Wall Street firm. He studied at Yale and Georgetown.
NKNikos Karamolegkos
Nikos KaramolegkosinCo-founder & Director of Data ScienceNikos Karamolegkos holds a PhD from Columbia University and previously worked as a data scientist and project leader at Philips.

Investors · 4

Company profile

researched Aug 2026

Gerald Technologies, Inc, operating as Gerald (joingerald.com), is a consumer fintech company based in New York City that combines an in-app store for recurring household essentials with buy now, pay later (BNPL) financing and cash advances. The mobile app, available on iOS and Android, lets users purchase everyday items, cover monthly bills, fund mobile phone plans, and transfer cash advances to their bank accounts.

The company positions its products around the absence of fees: it states there are no service fees, transfer fees, interest, late fees, or subscriptions, and no credit checks for cash advances. Cash advance transfers are unlocked after a portion of the advance is used for a BNPL purchase in Gerald's in-app store, Cornerstore, and instant transfers are provided at no cost to eligible users. Additional features include a mobile plan advance, store rewards that do not have to be repaid, and a "play to earn" mechanic in which users complete games and in-app tasks to collect coins redeemable for store rewards.

Gerald was part of Y Combinator's Winter 2021 batch and is listed under the fintech, payments, and consumer categories. Its founders are Ola Okeshola, previously CEO of quick.me and conduet-med.com and a former Wall Street executive who served as a VP at Neuberger Berman, with education at Yale and Georgetown, and Nikos Karamolegkos, who holds a PhD from Columbia University and was previously a data scientist and project leader at Philips.

Founding story

The company was co-founded by Ola Okeshola, formerly CEO of quick.me and conduet-med.com and a VP at Neuberger Berman, and Nikos Karamolegkos, a Columbia University PhD and former data scientist and project leader at Philips.

Business model

Gerald provides consumer credit products — BNPL for purchases in its own store and cash advances — without charging users interest, service fees, transfer fees, late fees, or subscription fees. Cash advance transfers are gated on the user first making a BNPL purchase within Gerald's Cornerstore, tying the lending product to retail activity on the platform.

Revenue is not charged to users through fees or interest; the company links free cash advance transfers to BNPL purchases made in its own in-app store, Cornerstore.

Traction

Y Combinator lists the company as active with a team size of 12 as of its company profile.

Latest developments

Gerald's product set spans buy now, pay later, free cash advance bank transfers, mobile plan advances, store rewards, and play-to-earn in-app rewards.

Full profile — market position, technology, go-to-market, geography, history

Market position

A Y Combinator Winter 2021 fintech operating in the buy now, pay later and consumer cash advance segment, with a small team and a U.S. consumer focus.

Gerald contrasts itself with BNPL and cash advance competitors that charge hidden fees, penalties, or expedited transfer charges, offering zero interest, no late fees, no transfer fees, no subscriptions, no credit checks, and free instant transfers for eligible users.

Technology

Gerald operates a consumer mobile application distributed through the Apple App Store and Google Play, alongside a web presence. A third-party technology profile lists cloud and analytics tooling including AWS Fargate, AWS Lambda, Amazon Athena, AWS Cloud Development Kit, SciPy, SweetAlert, Tailwind CSS, and Google Search Console.

Go-to-market

Direct-to-consumer distribution through mobile app stores (iOS and Android) and the company website, with in-app engagement mechanics such as store rewards and play-to-earn coins used to drive repeat usage.

U.S. consumers and families managing recurring, essential household expenses, bills, mobile phone plans, gas, and short-term cash needs, including users seeking credit without credit checks.

Geography

Headquartered in New York City, New York, with a consumer-facing app distributed in the United States.

History

Gerald Technologies, Inc participated in Y Combinator's Winter 2021 batch. Its cash advance app has been listed on the Apple App Store, and the company continues to operate its app and in-app store, Cornerstore, from New York City.

Compiled by commissioned research from 6 cited public sources — announcements, filings, and press listed under research sources below.

Key figures

latest reported
Team sizeJan 202512 employees

Company-reported or press-reported figures, each dated to when it was claimed — not independently audited.

Competitors · 3

by search overlap

Companies competing with Gerald Technologies, Inc for the same Google search keywords, organic and paid, via search-intersection analysis.

Timeline · 1

launches, deals, and filings
Jan 2021
Participated in Y Combinator Winter 2021 batch

Gerald Technologies, Inc is listed as a Y Combinator Winter 2021 batch company in the fintech, payments, and consumer categories.

source ↗

Dated company events from announcements, filings, and press; legal rows summarize public dockets and regulator releases.

Research sources · 6

primary sources listed

6 public sources were cited for this profile; the first-party ones are listed here.

Frequently asked questions

What does Gerald Technologies, Inc do?
Gerald is a New York fintech app offering fee-free buy now, pay later and cash advances for household essentials.
Who founded Gerald Technologies, Inc?
Gerald Technologies, Inc was founded by Ola Okeshola, Nikos Karamolegkos in 2018.
Who are Gerald Technologies, Inc's investors?
Gerald Technologies, Inc's investors include Frontures, Global Insurance Accelerator, Open Opportunity Fund, Y Combinator.
Where is Gerald Technologies, Inc headquartered?
Gerald Technologies, Inc is headquartered in New York City, US.