Cross Border (US/Canada) Deal - Equity Investment Structuring Help

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February 16, 2024

by a searcher from Indian Institute of Technology, Delhi in Toronto, ON, Canada

I am a self funded searcher in the process to get soft equity commitments from friends, tax residents in USA, to deploy to acquire a target businesses in Canada. As friends are not sophisticated investors, I need to understand what financial structures to propose for the preferred equity. Assuming I invest 100K and take 100K each from 7 investors. And they are interested to understand probable taxation and compliance to receive the dividends and cashflow along with principal repayments in 5 years. So a total of 800K for 30% equity with the remaining 70% as common equity to me through my incorporated entity. So if all investor's money is routed through a new US based LLC into the Canadian NewCo, with the Canadian entity receiving bank debt. Visual representation of the proposed structure by me here. Would this be the best for me and the investors, from a tax and compliance perspective? What all aspects should I be analysing in such an equity raise? Anybody who has successfully raised US investor capital for Canadian deals can help?






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Reply by a searcher
from Indian Institute of Technology, Delhi in Toronto, ON, Canada
Hi ^redacted‌ anyone you can tag with cross-border equity raise experience?
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Reply by a searcher
in New Milford, CT, USA
Anand did you ever get an answer to your question? Interested in hearing how you made out with this structure. Thank you for sharing.
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