Ishmeet Sethi

Go-getter
DISC Type : d

Angel Squad Member at Hustle Fund

Toronto, Ontario, Canada

Overview

Ishmeet is a two-time founder and AI engineer with experience at major tech companies like Microsoft. He holds a Master of Engineering from Queens University and has a background in software development for large-scale applications. Colleagues describe him as talented, dedicated, and motivated.

He is passionate about the startup ecosystem, serving as an angel investor with Hustle Funds Angel Squad to improve his pattern recognition skills. Ishmeet is deeply engaged with emerging technologies, particularly in the AI space, and actively shares his learnings from his entrepreneurial journey.

Unique fact: He lost $125,000 of his own money on his first startup, an experience he considers a more valuable lesson than his time at Microsoft.

Personality Overview

Direct & Candid

Challenger

Vision Oriented

They care equally about the product and its potential impact.  They don’t always try to control the conversation but neither do they like yielding it fully. They respond well to confident salespeople.

Topics They Care About

AI Agent Development
As a Founding AI Engineer, he frequently shares his experiences building with new AI tools, such as adding voice layers to agents or creating landing pages without code.
Startup Investing
He recently joined Hustle Fund's Angel Squad to invest in early-stage startups and improve his ability to recognize successful patterns in founders and ideas.
Learning from Failure
His personal story centers on losing $125K on his first startup, viewing it as an invaluable lesson in what separates successful operators from dreamers.

Media Appearances

Hustle Fund doubles down on its mission to build the ‘YC of angel investing’. Featured in TechCrunch

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Angel Squad - Story. Featured in Hustle Fund

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Angel Investing with Hustle Fund | Angel Squad. Featured in Hustle Fund

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Work History

4-2026
Angel Squad Member at Hustle Fund
7-2025
Founding Engineer (AI) at Stealth AI Startup
1-2025 - 7-2025
Founding Engineer at Jobreel
3-2021 - 3-2025
Software Engineer 2 at Microsoft
3-2021 - 3-2022
Technical Advisor at Simplified Automation Inc.

Education

Master of Engineering (M.Eng.) from Queen's University
Bachelor of Technology (B.Tech.) from Guru Gobind Singh Indraprastha University

More Information

Social Presence :

Prographics :

Exp : 11 Location : Toronto, Ontario, Canada Job Level : Middle Designation : Angel Squad Member at Hustle Fund
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Insights For Selling To Ishmeet

During A Call Or A Meeting

DO's

  • Refer to testimonials from others in similar positions
  • Tell them that you are there to help them create visible impact within their organization
  • Make sure that they have the necessary authority, they could present false stature sometimes

DONT's

  • Avoid long winding pitches, stay objective
  • Don't try too hard to get friendly, let it happen with time
  • Do not give up if they are not convinced, try again with a different approach

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Ishmeet is

  • Conviction in the product matters to them, followed by proof points and strong testimonials.
  • Will you ever get a clear answer from Ishmeet

  • They may not be very forthcoming, but they will say no if needed.

Insights For Deal Planning

    How fast (or slow) will Ishmeet move?

  • They are neither the fastest decision makers nor the slowest.
  • Can Ishmeet take some risk or not?

  • They can take risks but after weighing up the pros and cons.

You And Ishmeet

Personality Compatibility


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