Is this flexible at all? In our case it would be favorable in regards of taxes for both Y Combinator and us to not have a US C-Corp.
We want to incorporate Singapore instead.
You're basically getting rid of any friction for a potential outside investment.
Singapore has no tax withholding on dividends, so it doesn't change anything for the US investors in that regard.
I'm curious as to what the YC-funded company with foreign founders ended up doing.
We're interested to apply to be funded by YC and other US angels/VCs but incorporating in the US just doesn't feel very appealing in regards of taxation and additional paperwork.
The comment about the business advantages of a corporation are spot on. Look at large publicly traded companies. worldwide, not just USA. That is what they are. If you have any other form of existence and you grow you will have to morph into a corporation anyway. Avoid friction where possible and start as a corporation.
Your concerns about taxation are also correct. Avoid the USA as much as possible. Especially if you are developing IP. IP owned by a US corporation and exploited outside the USA unnecessarily causes the "outside the USA" profit to be taxed in the USA. And transfer of IP from a US owner to a non-US owner is a deemed sale for tax, so exit from the USA can be expensive. At an extreme consider a domain name around which you develop a business. Moral of the story: you need some careful tax thinking while you're small and the stakes are low (therefore tax mistakes are cheap).
But there is a third consideration. US investors (like a VC) in offshore entities (like a Singapore corporation) face a shit-ton (that is a technical term defined in the US tax laws) (I kid, I kid) of tax paperwork and potential tax costs that can make them just say "Oh, fuck it. You want my money, play by my rules."
As a matter of fact IAAITL (I am an international tax lawyer).
@philiphodgen
SAs a matter of fact, IAA
But if it prevents us from raising capital in the Valley well... that's a problem. Especially if we are seeking small time investments at first where it would create a shit-ton of compliance requirements for the US angels.
Oh well...
And don't use a trust to hold IP. There are exceptional use cases for trusts in a business context. It is probable that they don't apply to you. Use regular business entities. You are a business. Some day you will grow big and go public or get sold. Build accordingly. Don't do stuff where people say "WTF this is amateur hour" and start to doubt your judgment in other arenas.