I don't think 1 will be a problem. All T Cells have a CCR5 membrane protein, but the HIV resistant ones have a mutant type CCR5 protein. CCR5 is the way in which T cells get infected by HIV, and people with mutant type CCR5 genes survive quite well.
2 may be a problem, and I think will be the biggest hurdle here.
3 Shouldn't be a problem. Zinc Finger nucleases are able to delete the genes from a bunch of different cells at once. The idea is that you get a whole lot of T-Cells, Remove the 32 base pair segment from the two copies of the CCR5 gene in each T-Cell using zinc finger nucleases to make them the HIV resistant mutant type, culture more T-Cells which should be HIV resistant since they have the mutant gene, and inject the T-cells back into the patient.