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Can You Invest Your Own Funds into Companies You Operate, and What are the Legal and Fundraising Implications?

Would it be possible to use investment from your own fund to invest into companies you serve in as an operator? Are there any legal issues with this? Can it help or hurt with raising by being upfront about it?
1 See in Base
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Yes - there will so many conflicts for you to have to work through, that it likely will not be worth it

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