October Investment Group – Intern Opportunities (Deal Sourcing / Startups / Growth)

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March 17, 2026

by a searcher from Ryerson University - Ted Rogers School of Management in Toronto, ON, Canada

Hi all — I’m building October Investment Group, a holding company focused on SMB acquisitions & Startup validation (fintech + tech-enabled ideas). My background spans banking (software engineering & business analysis), business technology, and innovation & entrepreneurship, complemented by experience in the public sector. This is a remote opportunity, with a preference for candidates based in Toronto. I’m looking for entrepreneurial interns to help with: 1. Deal Sourcing (SMB) – build pipeline, research targets, support outreach 2. Startup Validation – test ideas, market research, experiments 3. Growth/Content – LinkedIn, brand, outreach Top performers may receive 1–2% equity participation in successful deals/startups they contribute to. Hands-on exposure—real pipeline, real ideas, real ownership. 📩 Apply: redacted Include resume + a short note (and any relevant work if you have it)
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from George Mason University in Fairfax, VA, USA
Hello Yonatan, I'm excited to contribute towards building the diversified portfolio that October Investment Group hopes to achieve. I've just submitted my application and look forward to hearing back from you soon. Best, Jeevesh Kanhai
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from University of Central Florida in Orlando, FL, USA
Hi Yonatan, I just emailed over my resume, I’m excited about the opportunity and look forward to hearing from you! Best, Christian Claypoole
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