Tom Drummond

Managing Director, Heavybit
Tom focuses on enterprise AI picks-and-shovels—developer tooling and infrastructure rather than end-user apps—combining technical fluency that bridges AI labs and builders with macro-aware attention to cross-border hardware and deep-tech risks.
How to contact Tom Drummond
Stages their fund invests in
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Sectors their fund invests in
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Avg Check
$500K - $5M
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Does their fund Lead?
Yes
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Geos their fund invests in
USA, Canada, Asia-Pacific, India, Europe, LatAm, Israel
Tom Drummond
Stages their fund invests in
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Sectors their fund invests in
Devtools
Enterprise
AI
Cybersecurity
Data
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Avg Check
$500K - $5M
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Leads?
Yes
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About Tom Drummond

Tom is a co-founder and managing partner at Heavybit who specializes in AI picks-and-shovels companies for the enterprise, focusing on the tooling and infrastructure that help developers build products rather than end-user applications. He brings a macro-aware perspective that considers cross-border trade risks for hardware and deep-tech investments, while maintaining a technically fluent communication style that translates between AI labs and application builders.

Tom Drummond's Interests

What they've been talking about across their social media accounts
  • Deep focus on developer tools and infrastructure software, specifically admiring products that abstract away complexity for engineers. He frequently champions the company Tailscale, jokingly expressing frustration that they made difficult corporate security problems look too simple.
  • Hands-on technical proficiency with a preference for builders who understand the command line and automation. He shared a detailed workflow involving shell scripts, ffmpeg, and curl to create a custom text-to-speech tool on his Mac using OpenAI APIs, showing he is willing to get in the weeds with code.
  • Satirical and self-aware perspective on the venture capital industry, often using humor to highlight the absurdities of fundraising and valuations. He composed a series of parody poems modifying classic verses from Shakespeare and Kipling to describe term sheets, gender bias in the industry, and the relationship between investors and limited partners.
  • Pragmatic optimism regarding market cycles and the startup economy. He noted that despite fears of valuation drops or banking crises like the SVB collapse, the market bottom felt like it had passed and momentum was returning to the ecosystem earlier than expected.
  • Strong skepticism toward crypto and web3 projects, often contrasting them with more tangible software engineering. He criticized the ecosystem during the FTX and BlockFi collapse, noting the brutal losses for investors who held on too long, and compared some web3 platforms to existing tools but on a smaller scale.

About their Fund

Sectors
Devtools, Enterprise, AI, Cybersecurity, Data
Rounds
Pre-Seed - Series A
Avg Check Size
$500K - $5M

Heavybit is the leading early-stage investor in enterprise infrastructure. Since 2013, we've helped launch and scale visionary technical startups—from DevSecOps and feature flagging to AI code generation and beyond. We go hands-on from day 0, backing founders as they turn code into companies and build the future of software from the bottom up to the top down.

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