*updated with new info, clearer explanation*
My official title is the Executive Editor of a well-known internet-based publication. The company is U.S.-based with some operations in Canada. I am a Canadian citizen living in Canada.
I co-founded the publication in 2005 with an American partner. For the past four years, I have conducted my duties as a company executive remotely from Canada. We have no centralized office, and all of our workers collaborate via telephone and internet communications. The need has now arisen for me to occasionally visit the United States for short periods of time to help manage our journalistic team in the coverage of press events, plus oversee video productions.
Legal ownership of currently falls under my American partner's publishing firm, a California limited-liability company. Currently, all of our workers (including myself and my partner) are paid by his company as independent contractors, however they all have permanent job titles and positions with the company. Some workers even have employee health insurance packages.
My operating agreement with my partner recognizes that roughly 50% ownership will be assigned to me when the appropriate business structure is determined. We have registered a new LLC, which we intended to make a joint venture (or 49/51) between myself and my partner's LLC. The ownership could be split 49.5-to-50.5% or vice-versa if it was advantageous to do so.
I am paid a base salary of $100,000 per year plus bonuses. My role with the company is very broad, executive and managerial in nature, including overall strategic direction, creative direction, business strategy, editorial oversight, and so on. I could be described as an entrepreneur, executive, manager, consultant, journalist, and marketing expert. My role with the company is integral to its continued success and therefore the livelihood of many American workers depends on me.
I have strong ties to Canada, including ownership of a home and a Canadian fiancée. I do not have a university degree, though I attended a Canadian university for a period of time to study Media.
Revenue is in the low seven-figure range though given some new contracts we're expecting that to increase significantly over the next year. As a growing internet company, our valuation could be in the tens of millions. We've had informal talks with companies interested in buying us before for millions.
All my visits to the U.S. will be less than a week at a time. In many cases, the visit would last a day or two at most.
In any case, I am open to any ideas for the best solution here. At the end of the day, I simply want to be able to legally enter the U.S. and do the similar work to what I've been doing here in Canada. If that means creating other business entities or changing the way things are set up, it can be done. But I'm looking for the simplest solution.



