Dylan Itzikowitz

Investment Associate, Expa
Dylan Itzikowitz is a NYC super-connector and venture investor who co-founded an award‑winning Canadian nonprofit for accessibility, hosts meetups for thousands, and focuses on AI, cloud, and cybersecurity at pre-seed–seed.
How to contact Dylan Itzikowitz
Stages their fund invests in
N/A
Sectors their fund invests in
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Avg Check
$250K-$2M
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Does their fund Lead?
No
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Geos their fund invests in
USA, Canada
Dylan Itzikowitz
Stages their fund invests in
N/A
Sectors their fund invests in
SaaS
Fintech
Consumer
Transportation
Logistics
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Avg Check
$250K-$2M
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Leads?
No
N/A
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About Dylan Itzikowitz

Dylan Itzikowitz is a venture capital investor at Expa who co-founded The Forward Movement, an award-winning nonprofit promoting accessibility and inclusion for people with different abilities in Canada. He has built an extensive network as a recognized super-connector in NYC tech, regularly hosting meetups and events for thousands while investing across technical categories like AI, cloud infrastructure, and cybersecurity from pre-seed through seed stages.

Dylan Itzikowitz's Interests

What they've been talking about across their social media accounts
  • Deep focus on building and nurturing the South Park Commons community, particularly within the New York City ecosystem where he serves as a Partner. He frequently highlights the importance of talent density and being in rooms with high-caliber peers, regularly organizing events like paper reading nights, founder dinners, and off-the-record conversations with industry veterans like David Fischer.
  • Strong interest in the frontier of artificial intelligence, specifically looking for innovations that move beyond standard large language models and simple chat interfaces. He actively engages with topics like agentic workflows and model interpretability, evidenced by his support for companies like Goodfire AI and his enthusiasm for hosting technical panels on the future of AI agents.
  • Specific criteria for evaluating founders during the fellowship application process, which he views more as a job interview than a traditional pitch. He places a high value on a founder's ability to attract exceptional talent, noting that listing generic figures like Elon Musk or Mark Zuckerberg as prospective first hires is viewed as uncreative and a negative signal.
  • Advocacy for the New York City tech scene as a primary hub for hard tech and scientific innovation. He regularly collaborates with other prominent local investors like Josh Wolfe and Keith Rabois to discuss the state of the ecosystem and actively scouts for builders turning sci-fi concepts into reality within the city.
  • Personal productivity enthusiasm regarding AI tools, sharing how his own team utilizes Claude for coworking workflows. He openly discusses the impact of these tools on daily operations, suggesting a practical appreciation for products that tangibly improve efficiency.
  • Canadian heritage and a desire for strong cross-border ties between Canada and the US, which serves as a personal rapport-building topic for founders with similar backgrounds.

About their Fund

Sectors
SaaS, Fintech, Consumer, Transportation, Logistics
Rounds
Pre-Seed - Seed
Avg Check Size
$250K-$2M

Expa operates as an "institutional co-founder" that originates ideas, builds the first product, and then pairs it with a CEO, rather than just funding external deals like typical venture funds. The studio is run by repeat founders like Garrett Camp (Uber) and Naveen Selvadurai (Foursquare) who provide hands-on company building through small class sizes and a full-stack pipeline covering everything from ideation to go-to-market, positioning itself for founders who want deeper involvement than traditional accelerators offer.

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