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Zaid Rahman Is Redefining SMB Finance With Flex’s $1B+ Breakthrough

June 10, 2025
in BUSINESS
Zaid Rahman Is Redefining SMB Finance With Flex’s $1B+ Breakthrough

Zaid Rahman

Zaid Rahman, a Dubai-raised fintech visionary now based in New York, is making bold moves in the world of finance and entrepreneurship. As the Founder and CEO of Flex, he’s building the financial backbone for small and mid-market businesses, combining cutting-edge technology with deep operational empathy. From his days as a Thiel Fellow to scaling multi-product fintech platforms, Rahman’s track record reads like a roadmap to building billion-dollar ventures.

Flex: From Startup to $1 Billion in Just 18 Months

Launched in 2020, Flex started with a singular goal: help SMBs manage cash flow and access capital without jumping through institutional hoops. Fast forward 18 months, and Flex had already processed over $1 billion in payment volume.

Its signature product, a credit card with 60-day net terms, solved a critical pain point. But Flex didn’t stop there. Rahman built an all-in-one finance platform, combining:

  • High-yield banking

  • Expense management

  • Bill pay automation

  • Personal financial tools

  • And AI-enhanced underwriting for smarter credit access

By 2024, the company had raised $225 million in equity and debt, including a $200 million credit facility from Victory Park and a $25 million equity round led by Titanium Ventures.

The Road from AI Education to Fintech Dominance

Before Flex, Rahman was already deep in tech. He previously founded Volley Labs, an AI-powered educational tool used by Fortune 500 companies. That experience with AI-first systems helped shape the underwriting logic and decision-making core of Flex.

In 2017, Rahman earned a Thiel Fellowship, dropping out of Columbia University to pursue his entrepreneurial ambitions full time—an early bet that clearly paid off.

Investor Confidence and Global Scale

Flex is now trusted by thousands of businesses globally. Its backers include a formidable list of VCs and strategic funds, such as:

  • Titanium Ventures

  • Victory Park Capital

  • Home Depot Ventures

  • Companyon Ventures

  • MS&AD Ventures

  • Florida Funders

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  • AAF Management

This investor mix reflects confidence not just in Flex’s product suite, but in Rahman’s ability to scale a financial infrastructure startup at record speed.

Co-Founding 305 Ventures and Angel Investing

Zaid also co-founded 305 Ventures, an operator-led early-stage VC fund. With a focus on backing founders in fintech and SaaS, he’s now playing both sides of the table, building and funding the next wave of category-defining companies.

Philosophy: Build for Founders, Not Just Finance

Rahman is vocal about designing Flex for real operators, not spreadsheets. On the “How I Invest” podcast, he emphasized building with empathy and automation in mind, ensuring small business owners can focus on growth rather than back-office inefficiencies.

His ethos? Don’t just give them a card, build them a command center.

Tags: FintechFounderFintechInnovationFlexOneSaaSLeadershipSMBFinanceStartupScalingThielFellowVentureCapitalZaidRahman
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