Riding Unicorns: Venture Capital | Entrepreneurship | Technology

Building the AI Super Connector with Andrew D’Souza, Founder of Boardy and Clearco

Dec 3, 2025

Andrew D’Souza, founder of Boardy and co-founder of Clearco, shares insights from his impressive journey in tech and finance. He discusses how Clearco revolutionized revenue-based financing before pivoting to create Boardy, an AI super connector for founders and investors. D’Souza reveals the power of voice in networking, the importance of building trust through introductions, and Boardy's innovative ventures into AI-led fundraising. He also dives into the future of AI and its potential to enhance creativity, making waves in the entrepreneurial landscape.

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ANECDOTE

Founding Clearco Through Multiple Pivots

Andrew D’Souza built Clearco from a bedroom idea into a company funding thousands of businesses and generating over $100M in revenue.
Early pivots included products for Uber drivers and Airbnb hosts before finding product-market fit in e-commerce brands.

INSIGHT

GPT-3 Sparked The Next Company

Early access to GPT-3 at Clearco revealed generative AI's ability to scale founder support beyond direct funding.
That work seeded Andrew's obsession with conversational AI and influenced his next company, Boardy.

ANECDOTE

Boardy’s Weekend Discovery By Creandum

Boardy launched as a voice AI that holds real-time conversations to learn what makes founders unique and then makes introductions.
Creandum discovered Boardy, tested it over a weekend, and quickly decided to partner and invest.

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Andrew D’Souza is the Founder of Boardy, the Creandum backed AI super connector reshaping how founders and investors meet and build trust.

Before Boardy, Andrew co-founded Clearco, one of the first revenue based financing companies. Clearco deployed over $5bn to thousands of businesses, scaled to six hundred employees, and passed one hundred million dollars in revenue. Andrew is one of the few founders who has built a nine figure company before starting again.

Clearco’s early AI work and Andrew’s interest in generative AI since 2020 sparked the idea for Boardy.

Boardy is a voice based AI that speaks to founders and investors, remembers context instantly, and makes high quality introductions at scale. What started as a side experiment is now one of the fastest growing AI products in fundraising.

We also cover Boardy’s newest chapter. After helping founders secure meetings, term sheets and oversubscribed rounds through his recent campaign, Boardy has launched Boardy Ventures, the world’s first AI led venture fund, allowing him to back the founders he already supports.

We explore the journey from bedroom prototype to top tier backing from Creandum, and how Boardy is building powerful emergent network effects.

In this episode we get into:
🧠 The Clearco story and lessons from hypergrowth
🤖 Early GPT-3 experiments and the Clear Angel project
📞 Why voice matters and why intelligence beats latency
🎯 How Boardy creates uncannily strong introductions
📈 Network effects and solving the cold start problem
💸 How founders are already closing rounds through Boardy
🧪 The superpowered version now helping founders and VC firms
🧩 The long-term vision from venture partner to AI holding company
🎨 Creativity, identity and why great companies reflect their founders

A sharp and thought provoking conversation on AI, networks and entrepreneurial energy.

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