I too have often wondered how much to say to a mom who has her baby
latched in a way that appears to be ineffective, but everything
looks fine otherwise.  I see this frequently with multips who insist
it's the way they nursed before and it was just fine.  First, in
further conversation I often find that their "just fine" included a
lot of nipple pain that they simply believed was normal.  I usually
first ask "How nursing is going?" then get a little more specific
with "How does it feel?" followed by "any discomfort at all?"
There are certainly some mom/baby combinations that seem to do fine
with latches that would be disasterous for others.  I've come to the
conclusion that each mom/baby pair has a different "window of
effectiveness".  Some seem to be able to latch almost any old way
and never have problems with soreness or supply while others have a
problem if the latch is a millimeter off from ideal!  This "window"
can be different with different babies of the same mom.
What I usually tell a mom who has a "unique" latch that seems to be
working is that she should do whatever works for her.  I usually
make a few suggestions on how she might want to change it if she has
any problems in the future (in addition to encouraging her to
call).  I find moms are usually open to such suggestions as long as
I'm careful not to say what she's doing now is "wrong".  In several
cases, the mom has came back a few days or weeks later when the
problems develop.
Incidentally, we try to avoid referring to a latch as "correct" or
"incorrect", "right" or "wrong" etc.  We think it's much better to
refer to "effective" "less effective" or in some cases
"ineffective".  New moms feel so judged about everything they do
whether that judgement comes from others or herself.  "Effective"
seems to remove it from either party in the diad and refers to the
action instead.

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