In this groundbreaking book, David Deutsch argues that explanations have a fundamental place in the universe and that improving them is the basic regulating principle of all successful human endeavor. The book takes readers on a journey through various fields of science, history of civilization, art, moral values, and the theory of political institutions. Deutsch explains how we form new explanations and drop bad ones, and discusses the conditions under which progress, which he argues is potentially boundless, can and cannot happen. He emphasizes the importance of good explanations, which he defines as those that are 'hard to vary' and have 'reach', and argues that these explanations are central to the Enlightenment way of thinking and to all scientific and philosophical progress.
What if your venture partner could talk to a thousand founders a day — and actually listen?
In this episode, I speak with Andrew D’Souza, the Founder/CEO (aka Creator) of Boardy and previously the founder and CEO of Clearco (formerly ClearBank). Andrew is building something entirely new: Boardy, an AI super-connector that lives across voice, chat, and email — and introduces people to each other.
He describes Boardy as a principal, not an agent — a character with its own goals, who is building goodwill and helping founders, fund managers, LPs, and executives find each other in real time. And here’s the wild part: Boardy is already responsible for over ten multimillion-dollar deals, including helping HF0 select 3 of its 10 portfolio companies, and facilitating LP meetings for emerging fund managers.
Highlights:
- 3 of HF0’s 10 most recent investments came from founders surfaced by Boardy
- Boardy has facilitated over 10 multimillion-dollar deals — including founder-investor and LP-GP introductions
- VCs are using Boardy to filter inbound, diligence deals, and ideate thesis
- Boardy works like a McKinsey partner: asking questions, forming opinions, connecting people
- Designed as a “principal,” not a “tool” — Boardy has its own goals and judgment
-Trained through over 50,000 conversations, Boardy’s match rate is compounding fast
- Andrew’s team uses Boardy daily — including for hiring and internal decision-making
- Boardy speaks over voice, chat, and WhatsApp — and conversations feel more like peers than prompts
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Guest Bio:
Andrew D’Souza is the founder of Borty.ai, a voice-powered AI platform that connects people based on real-time, high-fidelity conversations. Previously, he co-founded Clearco (formerly ClearBank), where he helped pioneer revenue-based financing for e-commerce startups. Andrew is also a seasoned startup investor and advisor, and began his career at McKinsey & Co.
Our Podcast now receives more than 300,000 downloads a month. Are you interested in sponsoring an episode? Please email David Weisburd at david@weisburdcapital.com.
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Stay Connected: X / Twitter:
David Weisburd: @dweisburd
LinkedIn:
David Weisburd: https://www.linkedin.com/in/dweisburd/
Andrew D'Souza : https://www.linkedin.com/in/andrewdsouza/
Links:
Boardy: https://www.boardy.ai/
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Questions or topics you want us to discuss on How I Invest? Email us at david@weisburdcapital.com.
(0:00) Episode preview
(1:21) Bordy's role and application in venture space and team hiring
(3:45) Bordy's experience with HF Zero accelerator and deal facilitation
(8:00) Confidence in Bordy's model and matchmaking judgment
(15:27) Improving fund performance and early use cases
(19:12) Boardy's intelligence growth and internal company use
(23:26) AI's impact on business operations and data analysis
(25:02) Boardy's scalability and role in asset management
(28:25) Boardy's creation, use cases, and product road map
(33:39) Future integration of AI and humans in society
(37:33) Boardy's market focus and compounding skills
(41:28) Hiring at Boardy Inc. using Bordie
(44:44) Closing remarks and contact information
(46:35) Closing remarks
How I Invest with David Weisburd 