It does not void it but at the port of entry (airport or border), the CBP officer has the right to deny entry which is the I-94 because of...

My H1b (& job) was supposed to start on 10/1. I, however applied for an unpaid leave till 12/1. Am I OOS? Should I CoS to H4?

I will recommend leaving the country and entering back on an H4 Status. Note that you might still be able to change status under 20 CFR since there...

Unless liquidated damages which is reasonable, there are specific rules regarding such issues. See "H-1B employment and Liquidated Damages...

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H1b to F1- what do i loose?

Well you probably will not lose the time. You can revive the H1B after 2 years. Good Luck

Community college CPT at electrical engineering firms

You might want to check with the DSO of your community college. I never recommend CPT at the outset. Good Luck

USCIS asked us for the tax refund documents in order to continue with the Green card process.

Probably not. Marriage cases tend to forgive working with no authorization. However, there might be other issues in your case, why they are asking...

Spouse in USA on H4 visa. Previous H1B has 3 years left. Last worked date on H1b is Dec 23 2008. Can I get the H1b transfrd ?

Yes you might but it is very close because it is after 6 years. However, you might be lucky and get in. Talk to a lawyer who is familiar with such...

H1B Transfer issue

Yes if you have a good receipt number and a good lawyer who knows how to handle this.

Is there any issue to apply for a tourist visa for a non Immigrant spouse first and then on apply for her GC?

Not a great idea because you will have an issue of violating the intent of the visitor (b2) visa. I will recommend looking into other ways such as...

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H1B to B2 to H1B

Yes you can change status, provided you did not fall out of status. The question are whether the B2 will get approved. If not then you might have...