Yekku,
Are you absolutely sure about that you can work under 1099? Have you consulted any immigration lawyer or USCIS about it? I don't think you can. I understand about 1099 as a independent contractor.
Also "When you file a tax for the year, H1 should not have more than one W2 but as many 1099 as he gets". That's false man. It's other way around. Please correct me if I am wrong. You can work for multiple employers at the same time with different H1bs and as many as W2 but you CAN NOT WORK under 1099. That's straight violation of H1b. 1099 doesn't guarantee the employer-employee relationship.
For your reference here is a link
http://immigrationvoice.org/forum/forum105-immigrant-visa/995839-1099-misc-income-on-h1.html

Also here is the reply for immigration attorney
http://www.avvo.com/legal-answers/can-i-work-on-1099-on-h1b-visa---1352547.html

You just said your labor just got approved but I guess you you need to submit your tax document while filing 140 and 485. You can google and every single post is against working under 1099 while in H1b.

Think of this way. One of the criteria of H1b is you have to work in your related field of study and Uber is not your related field of study. That alone already violated the H1b rule.

I am sorry but you are already in trouble. I do not know where you get this information that H1b can work under 1099. I have also many H1b friends who are offered second job under 1099 but they had to reject the offer only because when they consulted with their employer or immigration attorney their straight answer was big "NO".

If you still can't believe me then contact your immigration attorney.