Few things that I understand: 1. While within the US, one can't get 2nd OPT for the same education level. You must have higher education level acquired to get another OPT. For example, you can get first OPT after Bachelors, 2nd after Masters and 3rd after PhD. But you can't get two OPTs after two masters degrees. 2. H1B is not as easy as you think. H1B are processed based on your completed degree. While you are still doing your Ph.D. or MS or BS, you can't apply for H1B from F-1. You can't apply for an H1B with your degree in future date. However, you can get OPT with a target completion date for your degree. For example, you may graduate in August, for which you can start OPT application as early as the starting of the Summer term. You can get so many information from http://www.murthy.com This website of Attorney Sheela Murthy has so much information about H1B cases. Very userfriendly weekly chatroom (archived transcripts) and other forums. Another source of information on immigration matter is http://www.shusterman.com Another source of information is: http://www.hooyou.com/index.html You can get answers to your questions from their websites. However, each and every cases are different and you are advised to get services of competent lawyers. Good Luck!