Generally, being in the H-1B and then applying for EB-5 should be acceptable, but doing it all through the same company may, as you suggested, be problematic. If you are trying to keep everything in one company, you could possible start with an E-2 (the non immigrant investor visa), and covert the business to an EB-5 business (making up the difference in investment amounts and counting the 10 full time jobs created). Retaining EB-5 counsel to assist you with your goals and plans is essential in complex cases like this.
Based upon the questions you ask you will definitely need the advise of an experienced EB-5 Attorney. First, there is no guarantee that a U.S.Employers petition for HI-B status will be accepted by the USCIS for processing, as the demand exceeds the supply of the HI-B quota numbers.Second, you will need to discuss other alternative non-immigrant statuses besides the HI-B status.