Confusion with redshift

The redshift that is measured is the sum of the redshift due to the expansion of the universe, a Doppler shift caused by that component of the peculiar velocity that is radial and a second order (negligible) Doppler shift due to the tangential component of the peculiar velocity.

It is not possible in general to separate out these effects. The exception is where we can precisely estimate the distance to another galaxy. In that case we know (to the extent that the Hubble parameter is known), how big the redshift due to cosmological expansion should be, so the rest can be attributed to the peculiar velocity. In practice, distance estimates are uncertain, so this is limited to nearby galaxies, where the cosmological redshift (proportional to distance) is very small.

Question 1: no. There will be a tiny additional redshift, $propto (v_{rm pec}/c)^2$, which will be indistinguishable from the cosmological redshift.

Question 2: in principle yes. A closer galaxy with a large radial peculiar velocity will have the same redshift as a more distant galaxy with no peculiar velocity.