Ramp

GitPod

Ramp

Ramp makes money from interchange fees — the 1.5-2.5% that merchants pay on every credit card transaction. Unlike consumer cards that share interchange with users through rewards, Ramp gives a flat 1.5% cashback and keeps the rest.

The real business model is becoming the financial operating system for companies: once a company uses Ramp's card, they also use Ramp for expense management, bill pay, accounting automation, and procurement — all of which increase switching costs and customer lifetime value.

GitPod

GitPod started as freemium: a free tier of monthly cloud hours, paid plans for more hours and bigger workspaces, and enterprise contracts with self-hosted and dedicated options. As Ona it shifted toward enterprise contracts for running AI coding agents inside a customer's own cloud, with governance and security controls.

It said enterprise annual recurring revenue quadrupled year over year before the rename. OpenAI acquired the company in 2026, and existing customer commitments continue to be supported.

Ramp

Eric Glyman and Karim Atiyeh had previously co-founded Paribus, a tool that automatically got refunds when prices dropped on things you'd already bought. Capital One acquired Paribus in 2016.

The experience taught them something: businesses were terrible at managing their spending, and the tools they used — corporate credit cards from Amex and Chase — were designed to encourage spending, not control it.

In 2019, they launched Ramp with a contrarian premise. Every other corporate card company made money by getting businesses to spend more (higher spend = more interchange revenue).

Ramp would make money from interchange too, but would actively help businesses spend less through automated expense management, duplicate subscription detection, and price negotiation.

The pitch to CFOs was irresistible: get a corporate card with 1.5% cashback, and we'll also find you an average of 5% savings on your total spending through our software. The card was the wedge.

The expense management platform was the real product.

GitPod

The GitPod team came out of TypeFox, a German developer tools company in Kiel behind the Theia cloud IDE framework. Sven Efftinge and his colleagues realized the biggest pain point was not the editor itself but the environment.

Developers spent hours configuring machines, installing dependencies and debugging "it works on my machine" problems.

They launched GitPod to provide instant, automated cloud development environments. One click from a GitHub or GitLab repo opened a fully configured workspace with dependencies installed and tools ready.

Johannes Landgraf, who became CEO, and CTO Christian Weichel later led the company through its rename to Ona in 2025 and its sale to OpenAI in 2026.

Ramp

Ramp grew by selling savings, not credit. The pitch to finance teams was: "We'll save you more money than we cost you." In an era when every company was looking to cut costs, Ramp offered a corporate card that came with a free expense management platform that actively found savings.

CFOs couldn't say no.

The product-led approach bypassed traditional enterprise sales cycles. A finance manager could sign up for Ramp, issue cards, and start seeing savings within a week — no six-month procurement process, no IT integration project.

The free expense management tools were so good that companies switched from Concur, Expensify, and Brex just for the software, with the card as a bonus.

Speed of execution was the differentiator. Ramp shipped features faster than any competitor.

They went from a corporate card to a full financial operations platform in three years. Every quarter, Ramp launched features that competitors took a year to build.

By 2024, over 25,000 businesses were using Ramp and the company was processing tens of billions in annualized spend.

GitPod

GitPod grew through open source community adoption and one-click integrations with GitHub, GitLab and Bitbucket, where a "Gitpod" button on a repo launched a ready workspace. It later moved upmarket to banks and pharmaceutical companies that wanted cloud development under tight security.

In 2025 it bet the company on AI agents, renaming itself Ona and claiming its own agents were producing most of its merged code. That bet ended in a sale to OpenAI in 2026.

Ramp

Brex is the obvious competitor. Brex launched two years before Ramp with a similar corporate card concept and had the first-mover advantage.

But Brex pivoted away from small businesses to focus on enterprise in 2022 — angering thousands of existing customers — while Ramp doubled down on serving companies of all sizes. The competition has become a case study in strategic focus versus strategic pivots.

The "spend less" positioning has a mathematical ceiling. If Ramp's AI genuinely helps companies spend less, the interchange revenue from those companies also decreases.

There's an inherent tension between the mission (reduce spending) and the revenue model (earn a percentage of spending). Ramp has managed this by growing the customer base faster than individual customer spending declines.

Enterprise sales is the next frontier and it's expensive. Moving upmarket from startups and mid-market companies to Fortune 500 enterprises requires a sales team, implementation support, and enterprise features that cost real money to build and sell.

Ramp has been investing heavily in enterprise capabilities, but competing with Amex and JP Morgan for large corporate accounts is a different game than winning startups.

GitPod

GitHub Codespaces, backed by Microsoft and GitHub's enormous distribution, was a direct competitor, and AWS stopped taking new Cloud9 customers in 2024, a sign of how tough the cloud IDE market was. Convincing developers to give up their carefully configured laptops proved hard.

Then AI coding tools threatened to make the whole category a feature. GitPod's answer was to reinvent itself as Ona, an AI agent platform, and ultimately to sell to OpenAI in 2026 rather than compete alone.

Ramp

Ramp Corporate Card is the core — unlimited physical and virtual cards with 1.5% cashback and built-in spend controls. Ramp Expense Management automates receipt matching, policy enforcement, and reimbursements.

Ramp Bill Pay handles vendor payments and AP automation. Ramp Procurement manages vendor contracts and purchase approvals.

Ramp Intelligence uses AI to identify duplicate subscriptions, negotiate better rates, and flag wasteful spending. Ramp Flex offers flexible payment terms for businesses that need to extend their payables cycle.

Ramp Accounting automates close processes and syncs with QuickBooks, Xero, NetSuite, and Sage.

GitPod

Before 2025: cloud development environments, instant pre-configured workspaces defined in a .gitpod.yml file, with prebuilds and support for VS Code and JetBrains, plus a self-hosted enterprise option. As Ona (since September 2025): a platform for running software engineering AI agents in secure, sandboxed cloud environments, with VS Code in the browser and access from phone, tablet or laptop.

Since August 2026 the technology is part of OpenAI's Codex team.

Ramp

Founders Fund, D1 Capital, Stripe, Goldman Sachs, Thrive Capital, General Catalyst, Khosla Ventures

GitPod

Speedinvest led the $3 million seed in October 2020, with Crane Venture Partners and Vertex Ventures US. General Catalyst led a $13 million round in April 2021.

GitHub founder Tom Preston-Werner led the $25 million Series A in November 2022. Total funding was about $41 million.