My humble recommendation: If the company has a valuation or is close to one, ask them to add the necessary money for early exercising to your signing bonus, which is usually pennies on the dollar for them. Then do it the moment you get your options converted to stock.
In that way you minimize any tax risks and at the same time you test how much the company is interested in you and values their employees.
In that way you minimize any tax risks and at the same time you test how much the company is interested in you and values their employees.