# Hypercubic Raises $5.3M to Modernize Mainframe COBOL Systems with AI Agents

**Author:** Zero G Talent
**Published:** 2026-11-14
**Category:** sales
**Tags:** yc-hiring, artificial intelligence, enterprise software, legacy modernization, software engineering, sales

[Read on Zero G Talent](https://zerogtalent.com/blog/hypercubic-raises-5-3m-to-modernize-mainframe-cobol-systems-with-ai-agents)

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Enterprise legacy infrastructure written in COBOL supports more than 95% of world swipe transactions and automated teller machines. However, roughly 90% of current COBOL engineers are expected to retire over the next decade. [Hypercubic](https://zerogtalent.com/frontier-companies/hypercubic) raised $5.3 million in seed funding to automate the process of mapping, documenting, and rewriting decades-old mainframe applications using autonomous AI agents. The round was led by CIV, with participation from Y Combinator, Afore Capital, Pioneer Fund, Multimodal Investors, Opendoor CEO Kaz Nejatian, and Walmart Labs co-founder Venky Harinarayan ([SiliconANGLE](https://siliconangle.com/2026/08/18/hypercubic-raises-5-3m-map-rewrite-legacy-cobol-apps-ai-agents/), [Axios](https://www.axios.com/pro/enterprise-software-deals/2026/08/18/hypercubic-seed-round-modernize-mainframe-software)).

## Rebuilding Legacy Software from First Principles

Mainframe systems developed between the 1960s and 1990s remain core to operations across banking, insurance, logistics, airlines, and government agencies. Rewriting COBOL codebases manually carries severe operational risks because original developers have largely left the workforce, leaving business logic undocumented.

Hypercubic addresses these challenges through a multi-stage approach detailed on the [Tech Brew Ride Home Podcast](https://www.youtube.com/watch?v=Ovu6rPQVAms). Its Hyperdocs system ingests millions of lines of legacy code across tens of thousands of mainframe files, mapping dependencies and generating structured documentation. To maintain accuracy, generated summaries link directly back to verified code blocks. Complementing this, Hypercubic builds Hyper Twin, a knowledge capture system that records expert workflows, ingests existing documentation from internal systems, and uses AI-driven interviews to extract institutional knowledge from retiring engineers.

## Leadership and Engineering Backgrounds

Hypercubic was co-founded by CEO [Sai Gurrapu](https://zerogtalent.com/people/sai-gurrapu) and CTO [Aayush Naik](https://zerogtalent.com/people/aayush-naik). Both previously worked at Apple as machine learning and software engineers, where Gurrapu developed multi-modal ML algorithms shipped on more than 200 million devices. Gurrapu holds a Master of Science in Computer Science from Virginia Tech and has published NLP research with IEEE and AAAI. Naik completed a Master of Science in Computer Science at UC San Diego with a focus on robotics and natural language processing.

## Expansion and Open Roles

The company is already running early deployments with major enterprise accounts, including a Latin American bank and a Caribbean retailer serving over 50 million annual customers. To support product development and pipeline growth, Hypercubic is hiring for onsite founding roles at its San Francisco headquarters near the Financial District.

On the technical side, the company is recruiting a [Founding Software Engineer](https://zerogtalent.com/frontier-jobs/hypercubic/founding-software-engineer-87774) to work directly with the CTO. The role entails designing, prototyping, and productionizing systems that reason about and rearchitect legacy applications, while leading architecture decisions and shipping features end-to-end.

To build out its commercial operations, Hypercubic is hiring a [Founding Enterprise Sales](https://zerogtalent.com/frontier-jobs/hypercubic/founding-enteprise-sales-109282) lead. Working alongside the CEO, this role owns the top of the sales funnel—sourcing, prospecting, outreach, and qualification—to establish a repeatable sales playbook for enterprise clients.

| Role | Location | Work Mode | Salary |
| --- | --- | --- | --- |
| [Founding Enterprise Sales](https://zerogtalent.com/frontier-jobs/hypercubic/founding-enteprise-sales-109282) | San Francisco | Onsite | $120,000 – $200,000 |
| [Founding Software Engineer](https://zerogtalent.com/frontier-jobs/hypercubic/founding-software-engineer-87774) | San Francisco, CA, US | Onsite | $125,000 – $300,000 |

[See all open roles at Hypercubic](https://zerogtalent.com/frontier-companies/hypercubic)

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*Source: [Zero G Talent](https://zerogtalent.com), the job board for space, defense, AI, robotics and frontier-tech companies.*